Enantioselective syntheses of tremulenediol A and tremulenolide A

被引:29
作者
Ashfeld, Brandon L. [1 ]
Martin, Stephen F. [1 ]
机构
[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
关键词
D O I
10.1016/j.tet.2006.05.087
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise entry to the skeleton of the tremulane sesquiterpenes is described that culminated in the first enantioselective syntheses of tremulenediol A and tremulenolide A. The approach features a series of efficient transition metal-catalyzed reactions commencing with an enantioselective rhodium(II)-catalyzed intramolecular cyclopropanation followed by a regioselective allylic alkylation and a diastereoseleclive rhodium(l)-catalyzed [5+2] cycloaddition. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:10497 / 10506
页数:10
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