Year |
Citation |
Score |
2006 |
Doan L, Whalen DL. Effects of conformation on the stereochemistry of solvent attack on benzylic beta-hydroxycarbocations: mechanisms of epoxide hydrolysis reactions. The Journal of Organic Chemistry. 71: 7252-60. PMID 16958518 DOI: 10.1021/Jo061003I |
0.406 |
|
2006 |
Zhao C, Whalen DL. Transition state effects in the acid-catalyzed hydrolysis of 5-methoxyacenaphthylene 1,2-oxide: implications for the mechanism of acid-catalyzed hydrolysis of cyclopenta[cd]pyrene 3,4-oxide. Chemical Research in Toxicology. 19: 217-22. PMID 16485897 DOI: 10.1021/Tx050281U |
0.621 |
|
2005 |
Ukachukwu VC, Mohan RS, Whalen DL. Kinetic deuterium isotope effects on the reactions of 4-methoxystyrene oxide in water solution Arkivoc. 2006. DOI: 10.3998/Ark.5550190.0007.305 |
0.346 |
|
2004 |
Doan L, Yagi H, Jerina DM, Whalen DL. Synthesis and hydrolysis of a cis-chlorohydrin derived from a benzo[a]pyrene 7,8-diol 9,10-epoxide. The Journal of Organic Chemistry. 69: 8012-7. PMID 15527284 DOI: 10.1021/Jo040234R |
0.414 |
|
2004 |
Sampson K, Paik A, Duvall B, Whalen DL. Transition-state effects in acid-catalyzed aryl epoxide hydrolyses. The Journal of Organic Chemistry. 69: 5204-11. PMID 15287762 DOI: 10.1021/Jo040160J |
0.436 |
|
2002 |
Doan L, Yagi H, Jerina DM, Whalen DL. Chloride ion catalyzed conformational inversion of carbocation intermediates in the hydrolysis of a benzo[a]pyrene 7,8-diol 9,10-epoxide. Journal of the American Chemical Society. 124: 14382-7. PMID 12452712 DOI: 10.1021/Ja020436+ |
0.431 |
|
2002 |
Bartas-Yacoubou J, Maduike N, Kyere S, Doan L, Whalen DL. Aryl epoxide–halohydrin transformations: stereochemistry of reactions of aryl epoxides with lithium halide–acetic acid reagent Tetrahedron Letters. 43: 3781-3782. DOI: 10.1016/S0040-4039(02)00637-8 |
0.404 |
|
2001 |
Doan L, Lin B, Yagi H, Jerina DM, Whalen DL. New insights on the mechanisms of the pH-independent reactions of benzo[a]pyrenes 7,8-diol 9,10-epoxides. Journal of the American Chemical Society. 123: 6785-91. PMID 11448182 DOI: 10.1021/Ja004359Z |
0.36 |
|
2000 |
Mohan RS, Gavardinas K, Kyere S, Whalen DL. Spontaneous hydrolysis reactions of cis- and trans-beta-methyl-4-methoxystyrene oxides (Anethole oxides): buildup of trans-anethole oxide as an intermediate in the spontaneous reaction of cis-anethole oxide. The Journal of Organic Chemistry. 65: 1407-13. PMID 10814102 DOI: 10.1021/Jo991521B |
0.42 |
|
2000 |
Whalen D, Doan L, Poulose B, Friedman S, Gold A, Sangaiah R, Ramesha AR, Sayer JM, Jerina DM. Mechanisms of Solution Reactions of Cyclo-Penta[cd]Pyrene Oxide and Acenaphthylene Oxide Polycyclic Aromatic Compounds. 21: 43-52. DOI: 10.1080/10406630008028522 |
0.303 |
|
1999 |
Doan L, Bradley K, Gerdes S, Whalen DL. Acid-Catalyzed Phenylcyclohexene Oxide Hydrolysis: Role of Para-Phenyl Substituent on Syn:Anti Hydration Ratio The Journal of Organic Chemistry. 64: 6227-6234. DOI: 10.1021/Jo990220Z |
0.433 |
|
1998 |
Lin B, Doan L, Yagi H, Jerina DM, Whalen DL. Halide effects in the hydrolysis reactions of (+/-)-7beta, 8alpha-dihydroxy-9alpha,10alpha-epoxy-7,8,9,10-tetrahydrobenzo- [a]pyrene. Chemical Research in Toxicology. 11: 630-8. PMID 9625731 DOI: 10.1021/Tx9701743 |
0.344 |
|
1998 |
Coxon JM, Morokuma K, Thorpe AJ, Whalen D. Molecular Orbital Studies of the Intramolecular Reaction of Protonatedcis- andtrans-3,4-Epoxypentan-1-ol The Journal of Organic Chemistry. 63: 3875-3883. DOI: 10.1021/Jo972071V |
0.367 |
|
1998 |
Lin B, Islam N, Friedman S, Yagi H, Jerina DM, Whalen DL. Change of Rate Limiting Step in General Acid-Catalyzed Benzo[a]pyrene Diol Epoxide Hydrolysis Journal of the American Chemical Society. 120: 4327-4333. DOI: 10.1021/Ja972982M |
0.363 |
|
1997 |
Coxon JM, Maclagan RGAR, Rauk A, Thorpe AJ, Whalen D. Rearrangement of protonated propene oxide to protonated propanal Journal of the American Chemical Society. 119: 4712-4718. DOI: 10.1021/Ja963057N |
0.354 |
|
1994 |
Lin B, Whalen DL. Stereochemistry of the Spontaneous, Acid-Catalyzed and Base-Catalyzed Hydrolyses of Styrene Oxide The Journal of Organic Chemistry. 59: 1638-1641. DOI: 10.1021/Jo00086A012 |
0.409 |
|
1994 |
Shipley DS, Ross AM, Mohan RS, Whalen DL, Sayer JM, Serve PM, Jerina DM. Solvolysis of (4-Nitrophenoxy)ethylene Oxides The Journal of Organic Chemistry. 59: 977-983. DOI: 10.1021/Jo00084A012 |
0.348 |
|
1993 |
Eldin S, Whalen DL, Pollack RM. Structural effects on the energetics of s-cis and s-trans dienolates The Journal of Organic Chemistry. 58: 7100-7105. DOI: 10.1021/Jo00077A035 |
0.33 |
|
1993 |
Eldin S, Whalen DL, Pollack RM. Structural effects on charge delocalization in benzylic anions The Journal of Organic Chemistry. 58: 3490-3495. DOI: 10.1021/Jo00065A007 |
0.321 |
|
1993 |
Mohan RS, Whalen DL. Acid-catalyzed hydrolysis of cis- and trans-anethole oxides: discrete carbocation intermediates and syn/anti hydration ratios The Journal of Organic Chemistry. 58: 2663-2669. DOI: 10.1021/Jo00062A006 |
0.419 |
|
1993 |
Blumenstein JJ, Ukachukwu VC, Mohan RS, Whalen DL. Effects of para-substituents on the mechanisms of solvolysis of styrene oxides The Journal of Organic Chemistry. 58: 924-932. DOI: 10.1021/Jo00056A027 |
0.384 |
|
1992 |
Islam NB, Whalen DL, Yagi H, Jerina DM. Kinetic studies of the reactions of benzo[a]pyrene-7,8-diol 9,10-epoxides in aqueous solutions of human serum albumin and nonionic micelles. Chemical Research in Toxicology. 1: 398-402. PMID 2979757 DOI: 10.1021/Tx00006A012 |
0.396 |
|
1991 |
Eldin S, Pollack RM, Whalen DL. Structural effects on the rates of formation and the stability of enols of cyclic benzyl ketones Journal of the American Chemical Society. 113: 1344-1349. DOI: 10.1021/Ja00004A041 |
0.354 |
|
1990 |
Islam NB, Gupta SC, Yagi H, Jerina DM, Whalen DL. Trapping of a carbocationic intermediate in the spontaneous hydrolysis reaction of 7.beta.,8.alpha.-dihydroxy-9.beta.,10.beta.-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene: mechanism of the spontaneous and general acid catalyzed hydrolysis reactions of bay-region benzo[a]pyrene 7,8-diol 9,10-epoxides Journal of the American Chemical Society. 112: 6363-6369. DOI: 10.1021/Ja00173A026 |
0.304 |
|
1988 |
Ukachukwu VC, Whalen DL. Mechanism of the “spontaneous” reaction of -methoxystyrene oxide in aqueous solution Tetrahedron Letters. 29: 293-296. DOI: 10.1016/S0040-4039(00)80077-5 |
0.359 |
|
1983 |
Michaud DP, Gupta SC, Whalen DL, Sayer JM, Jerina DM. Effects of pH and salt concentration on the hydrolysis of a benzo[alpha]pyrene 7,8-diol-9,10-epoxide catalyzed by DNA and polyadenylic acid. Chemico-Biological Interactions. 44: 41-52. PMID 6406081 DOI: 10.1016/0009-2797(83)90128-X |
0.338 |
|
1982 |
Gillilan RE, Pohl TM, Whalen DL. The .alpha.- and .beta.-deuterium isotope effects in the hydrolysis of tetrahydronaphthalene epoxides: rate-limiting hydrogen migration in the spontaneous hydrolysis of 6-methoxy-1,2,3,4-tetrahydronaphthalene oxide Journal of the American Chemical Society. 104: 4482-4484. DOI: 10.1021/Ja00380A028 |
0.304 |
|
1982 |
Gillilan RE, Pohl TM, Whalen DL. Substituent effects on rates and product distributions in the hydrolysis reactions of naphthalene tetrahydro epoxides. Models for tetrahydro epoxides of polycyclic aromatic hydrocarbons Journal of the American Chemical Society. 104: 4481-4482. DOI: 10.1021/Ja00380A027 |
0.344 |
|
1982 |
Gupta SC, Pohl TM, Friedman SL, Whalen DL, Yagi H, Jerina DM. Guanosine 5'-monophosphate-catalyzed hydrolysis of diastereomeric benzo[a]pyrene-7,8-diol 9,10-epoxides Journal of the American Chemical Society. 104: 3101-3104. DOI: 10.1021/Ja00375A026 |
0.394 |
|
1982 |
Sayer JM, Yagi H, Silverton JV, Friedman SL, Whalen DL, Jerina DM. Conformational effects in the hydrolyses of rigid benzylic epoxides: implications for diol epoxides of polycyclic hydrocarbons Journal of the American Chemical Society. 104: 1972-1978. DOI: 10.1021/Ja00371A029 |
0.317 |
|
1982 |
GILLILAN RE, POHL TM, WHALEN DL. ChemInform Abstract: THE α- AND β-DEUTERIUM ISOTOPE EFFECTS IN THE HYDROLYSIS OF TETRAHYDRONAPHTHALENE EPOXIDES: RATE-LIMITING HYDROGEN MIGRATION IN THE SPONTANEOUS HYDROLYSIS OF 6-METHOXY-1,2,3,4-TETRAHYDRONAPHTHALENE OXIDE Chemischer Informationsdienst. 13. DOI: 10.1002/Chin.198245101 |
0.352 |
|
1982 |
Ross AM, Pohl TM, Piazza K, Thomas M, Fox B, Whalen DL. Vinyl epoxide hydrolysis reactions Journal of the American Chemical Society. 104: 1658-1665. DOI: 10.1002/Chin.198227087 |
0.358 |
|
1979 |
Whalen DL, Ross AM, Montemarano JA, Thakker DR, Yagi H, Jerina DM. General acid catalysis in the hydrolysis of benzo[a]pyrene 7,8-diol 9,10-epoxides [19] Journal of the American Chemical Society. 101: 5086-5088. DOI: 10.1021/Ja00511A060 |
0.326 |
|
1978 |
Whalen DL, Cooper JD. Epoxycarbinyl solvolyses. The solvolytic reactions of syn- and/anti-9-oxabicyclo[6.1.0]non-2-yl p-bromobenzenesulfonates The Journal of Organic Chemistry. 43: 432-437. DOI: 10.1021/Jo00397A012 |
0.316 |
|
1977 |
Whalen DL, Ross AM. Specific effects of chloride ion on epoxide hydrolysis. The pH-dependence of the rates and mechanisms for the hydrolysis of indene oxide. Journal of the American Chemical Society. 98: 7859-61. PMID 11232 DOI: 10.1002/Chin.197709116 |
0.355 |
|
1976 |
Whalen DL, Weimaster JF, Ross AM, Radhe R. Mechanism of the acid- and general-base-catalyzed conjugation of 3-cyclopentenone and 3-cyclohexenone; electrostatic effects in the conjugation of .beta.,.gamma.-unsaturated ketones Journal of the American Chemical Society. 98: 7319-7324. DOI: 10.1021/Ja00439A035 |
0.31 |
|
1973 |
Whalen DL. Buffer catalysis in epoxide hydrolyses Journal of the American Chemical Society. 95: 3432-3434. DOI: 10.1021/Ja00791A086 |
0.34 |
|
Show low-probability matches. |