Asymmetric Total Synthesis of the Immunosuppressant (-)-Pironetin

被引:44
作者
Bressy, Cyril [1 ]
Vors, Jean-Pierre [2 ]
Hillebrand, Stefan [3 ]
Arseniyadis, Stellios [1 ]
Cossy, Janine [1 ]
机构
[1] ESPCI ParisTech, CNRS, Chim Organ Lab, F-75231 Paris 05, France
[2] Bayer CropSci, Lyon, France
[3] Bayer CropSci, Monheim, Germany
关键词
antitumor agents; hydrosilylation; natural products; pentenylation; ring-closing metathesis;
D O I
10.1002/anie.200802423
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) A short, enantioselective total synthesis of the title compound 1 is described. The 14-step synthesis features a highly stereoselective Brown-type pentenylation and a onepot hydrosilylation/ring- closing metathesis (RCM)/protodesilylation sequence as the key steps. PG=protecting group. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:10137 / 10140
页数:4
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