Enantioselective preparation of 1-benzyloxy-3-methyl-6-heptene-2,4-diols: Total synthesis of (+)-prelactone C

被引:24
作者
Esumi, T [1 ]
Fukuyama, H [1 ]
Oribe, R [1 ]
Kawazoe, K [1 ]
Iwabuchi, Y [1 ]
Irie, H [1 ]
Hatakeyama, S [1 ]
机构
[1] NAGASAKI UNIV,FAC PHARMACEUT SCI,NAGASAKI 852,JAPAN
关键词
D O I
10.1016/S0040-4039(97)01042-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise method leading to all stereoisomers of 1-benzyloxy-3-methyl-6-heptene-2,4-diol from (2E,SE)-1,7-dibenzyloxy-2,5-heptadiene-4-ol has been developed. The first synthesis of (+)- prelactone C, a o-lactone isolated from the concanamycin-producing Streptomyces sp., has been achieved utilizing (2S,3S,4R)-1-benzyloxy-3-methyl-6-heptene-2,4-diol as a chiral building block. (C) 1997 Elsevier Science Ltd.
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收藏
页码:4823 / 4826
页数:4
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