Enantioselective reduction of σ-Symmetric bicyclo[3.3.0]octane-2,8-diones with baker's yeast

Autor: Manabu Node, Kouichi Hosomi, T. Inoue, Mamoru Araki, Kiyoharu Nishide
Rok vydání: 1995
Předmět:
Zdroj: Tetrahedron: Asymmetry. 6:31-34
ISSN: 0957-4166
DOI: 10.1016/0957-4166(94)00344-b
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