STEREOSELECTIVE SYNTHESIS OF ALCOHOLS .39. ALLYLBORATION-REACTIONS, THE KEY TO A SHORT SYNTHESIS OF BENZOYL-PEDAMIDE

被引:31
作者
HOFFMANN, RW
SCHLAPBACH, A
机构
[1] Fachbereich Chemie der Philipps-Universität Marburg Hans-Meerwein-Strasse
关键词
ALLYLBORATION; STEREOSELECTIVE C-C-BOND FORMATION; PEDERIN;
D O I
10.1016/S0040-4020(01)88867-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Benzoyl-pedamide (2) a key building block for the synthesis of pederin, has been synthesized in 13 steps from malic acid. The new stereogenic centers have been generated under reagent control of diastereoselectivity with selectivities of 87 and 80% using the newly developed chiral alpha-substituted allylboronate 16 as well as 21 as reagents.
引用
收藏
页码:1959 / 1968
页数:10
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