TOTAL SYNTHESIS OF (-)-AMPULLICIN AND (+)-ISOAMPULLICIN - 2 GROWTH-REGULATORS FROM AMPULLIFERINA SP NO-27

被引:12
作者
RICO, R [1 ]
BERMEJO, F [1 ]
机构
[1] UNIV SALAMANCA,FAC QUIM,DEPT QUIM ORGAN,E-37008 SALAMANCA,SPAIN
关键词
D O I
10.1016/0040-4039(95)01625-R
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The growth regulators (-)-Ampullicin (1) and (+)-isoampullicin (2) have been synthesized utilizing carbaldehyde (25) as the chiral source and N-tertbutoxycarbonyl-3-methyl-2-(trimethylsiloxy)pyrrole (33) as the five-carbon homologative reagent. The synthesis of (1) and (2) is discussed in the context of retrosynthetic analysis. Carbaldehyde (25), has been prepared from both enantiomers of carvone, either (7) or (9), by application of a 15-step sequence with 4.7% and 5.4% overall yields respectively.
引用
收藏
页码:7889 / 7892
页数:4
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