Enantioselective synthesis of (−)-(1R,2R)-1,2-dihydrochrysene-1,2-diol
2014
Lorentzen, Marianne | Sydnes, Magne O. | Jørgensen, Kåre B.
A general chiral building block containing the 1R,2R-trans-diol moiety was constructed utilizing the stereoselective Shi-epoxidation reaction on a tetralone scaffold assembled by a Negishi cross-coupling on N,N-diethylbenzamide. Further elaboration of this chiral building block into polycyclic aromatic compounds was demonstrated with the total synthesis of the precursor for the most carcinogenic metabolite of chrysene, (−)-(1R,2R)-1,2-dihydrochrysene-1,2-diol in 87% ee.
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书目信息
出版者
Elsevier Ltd
其它主题
Friedel–crafts acylation; Xeqnegohyvgdfg-ndoumjcmsa-n; Bimjirffdlqhjj-qrwmctbcsa-n; Cross-coupling; Shi-epoxidation; Trans-dihydrodiol; Pah-metabolites; Enantiomers; Stereochemistry
语言
英语
类型
Journal Article; Text
2024-02-28
MODS