Fluorinated alcohol mediated control over cis vs trans opening of benzo[α]pyrene-7,8-diol 9,10-epoxides at C-10 by the exocyclic amino groups of O6-allyl protected deoxyguanosine and of deoxyadenosine

Journal of Organic Chemistry

Volumn 72, Issue 16, 2007, Pages 6037-6045

  Yagi, Haruhiko ^a   Jerina, Donald M ^a  

^a NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO GROUPS; CHEMICAL EQUATION; DEOXYGUANOSINE; NUCLEOSIDES;

ACETONE; AMIDES; ISOMERS; PYRENE; STEREOSELECTIVITY; SYNTHESIS (CHEMICAL);

ALCOHOLS;

3',5' DI O (TERT BUTYLDIMETHYLSILYL) 2' DEOXYADENOSINE; 7BETA,8ALPHA DIHYDROXY 9ALPHA,10ALPHA 7,8,9,10 TETRAHYDROBENZO[A]PYRENE; 7BETA,8ALPHA DIHYDROXY 9BETA,10BETA 7,8,9,10 TETRAHYDROBENZO[A]PYRENE; ACETONE; ALLYL COMPOUND; AMINE; BENZO[A]PYRENE 7,8 DIHYDRODIOL 9,10 OXIDE; DEOXYADENOSINE; DEOXYGUANOSINE; EPOXIDE; HEXAFLUOROPROPAN 2 OL; O 6 ALLYL 3',5' DI O (TERT BUTYLDIMETHYLSILYL) 2' DEOXYGUANOSINE; OLIGONUCLEOTIDE; PERFLUORO TERT BUTANOL; PHOSPHORAMIDOUS ACID; PROPANOL; PURINE NUCLEOSIDE; TERT BUTYL ALCOHOL; TRIFLUOROETHANOL; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CIS TRANS ISOMERISM; DIASTEREOISOMER; FLUORINATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; STEREOCHEMISTRY; SYNTHESIS;

ALCOHOLS; BENZO(A)PYRENE; CHEMISTRY, ORGANIC; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DEOXYADENOSINES; DEOXYGUANOSINE; FLUORINE; FLUOROCARBONS; HYDROGEN-ION CONCENTRATION; HYDROLYSIS; MODELS, CHEMICAL; OLIGONUCLEOTIDES; PROPANOLS; SOLVENTS; TERT-BUTYL ALCOHOL; TRIFLUOROETHANOL;

EID: 34547646569     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo070303c     Document Type: Article

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