ChemInform Abstract: Enantioselective Reduction of σ-Symmetric Bicyclo(3.3.0)octane-2, 8-diones with Baker′s Yeast

Autor:	T. Inoue, Mamoru Araki, Manabu Node, Kouichi Hosomi, Kiyoharu Nishide
Rok vydání:	2010
Předmět:	Terpene chemistry.chemical_compound Bicyclic molecule Chemistry Enantioselective synthesis Total synthesis General Medicine Medicinal chemistry Yeast Octane
Zdroj:	ChemInform. 26
ISSN:	0931-7597
DOI:	10.1002/chin.199527237
Popis:	σ-Symmetric bicyclic diketones 8a-c were enantioselectively reduced with baker's yeast to give the chiral hydroxy ketones 7a-c in 74–;100% ee. The reduction product (+)-7a and (−)-7′c were shown to be the chiral intermediates for the total synthesis of cantabrenonic acids derivatives 3 and hirsutene (4), respectively. The subsequent transformation of (+)-7a gave the intermediate (+)-5 for the total synthesis of capnellenols (1, 2).
Databáze:	OpenAIRE
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