IRIS publication 43340443
SYNTHESIS AND SPONTANEOUS RACEMIZATION OF BENZ[A]ANTHRACENE 3,4-OXIDE - PHOTOCHEMICAL OXYGEN-WALK REARRANGEMENTS OF ARENE OXIDES OF BENZ[A]ANTHRACENE AND TRIPHENYLENE TO YIELD OXEPINES
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TY - JOUR - BOYD, DR,SHARMA, ND,AGARWAL, SK,GADAGINAMATH, GS,OKANE, GA,JENNINGS, WB,YAGI, H,JERINA, DM - 1993 - February - Rna-A Publication of The Rna Society - SYNTHESIS AND SPONTANEOUS RACEMIZATION OF BENZ[A]ANTHRACENE 3,4-OXIDE - PHOTOCHEMICAL OXYGEN-WALK REARRANGEMENTS OF ARENE OXIDES OF BENZ[A]ANTHRACENE AND TRIPHENYLENE TO YIELD OXEPINES - Validated - () - ABSOLUTE STEREOCHEMISTRY THEORETICAL PREDICTIONS METABOLITES 1,2-OXIDE - 423 - 429 - Benz[a]anthracene 3,4-oxide 2, when synthesised from optically pure dibromo ester precursors, was found to have racemized spontaneously and was accompanied by anthra[2,1-b]oxepine 14. Photoisomerization of benz[a]anthracene 3,4-oxide2, triphenylene 1,2-oxide4 and benz[a]anthracene 1,2-oxide 5 proceeds via an oxygen-walk mechanism to yield anthra[2,1 -b]oxepine 14, phenanthro[10,9-b]oxepine 16 and anthra[2,1 -f]oxepine 17 respectively. DA - 1993/02 ER -
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@article{V43340443, = {BOYD, DR and SHARMA, ND and AGARWAL, SK and GADAGINAMATH, GS and OKANE, GA and JENNINGS, WB and YAGI, H and JERINA, DM }, = {1993}, = {February}, = {Rna-A Publication of The Rna Society}, = {SYNTHESIS AND SPONTANEOUS RACEMIZATION OF BENZ[A]ANTHRACENE 3,4-OXIDE - PHOTOCHEMICAL OXYGEN-WALK REARRANGEMENTS OF ARENE OXIDES OF BENZ[A]ANTHRACENE AND TRIPHENYLENE TO YIELD OXEPINES}, = {Validated}, = {()}, = {ABSOLUTE STEREOCHEMISTRY THEORETICAL PREDICTIONS METABOLITES 1,2-OXIDE}, pages = {423--429}, = {{Benz[a]anthracene 3,4-oxide 2, when synthesised from optically pure dibromo ester precursors, was found to have racemized spontaneously and was accompanied by anthra[2,1-b]oxepine 14. Photoisomerization of benz[a]anthracene 3,4-oxide2, triphenylene 1,2-oxide4 and benz[a]anthracene 1,2-oxide 5 proceeds via an oxygen-walk mechanism to yield anthra[2,1 -b]oxepine 14, phenanthro[10,9-b]oxepine 16 and anthra[2,1 -f]oxepine 17 respectively.}}, source = {IRIS} }
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AUTHORS | BOYD, DR,SHARMA, ND,AGARWAL, SK,GADAGINAMATH, GS,OKANE, GA,JENNINGS, WB,YAGI, H,JERINA, DM | ||
YEAR | 1993 | ||
MONTH | February | ||
JOURNAL_CODE | Rna-A Publication of The Rna Society | ||
TITLE | SYNTHESIS AND SPONTANEOUS RACEMIZATION OF BENZ[A]ANTHRACENE 3,4-OXIDE - PHOTOCHEMICAL OXYGEN-WALK REARRANGEMENTS OF ARENE OXIDES OF BENZ[A]ANTHRACENE AND TRIPHENYLENE TO YIELD OXEPINES | ||
STATUS | Validated | ||
TIMES_CITED | () | ||
SEARCH_KEYWORD | ABSOLUTE STEREOCHEMISTRY THEORETICAL PREDICTIONS METABOLITES 1,2-OXIDE | ||
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START_PAGE | 423 | ||
END_PAGE | 429 | ||
ABSTRACT | Benz[a]anthracene 3,4-oxide 2, when synthesised from optically pure dibromo ester precursors, was found to have racemized spontaneously and was accompanied by anthra[2,1-b]oxepine 14. Photoisomerization of benz[a]anthracene 3,4-oxide2, triphenylene 1,2-oxide4 and benz[a]anthracene 1,2-oxide 5 proceeds via an oxygen-walk mechanism to yield anthra[2,1 -b]oxepine 14, phenanthro[10,9-b]oxepine 16 and anthra[2,1 -f]oxepine 17 respectively. | ||
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