Stereochemistry, Total Synthesis, and Biological Evaluation of the New Plant Hormone Solanacol

被引:46
作者
Chen, Victor X. [1 ]
Boyer, Francois-Didier [1 ]
Rameau, Catherine [3 ]
Retailleau, Pascal [1 ]
Vors, Jean-Pierre [4 ]
Beau, Jean-Marie [1 ,2 ]
机构
[1] INRA, Ctr Rech Gif, Inst Chim Subst Nat, CNRS, F-91198 Gif Sur Yvette, France
[2] Univ Paris 11, Inst Chim Mol & Mat, F-91405 Orsay, France
[3] INRA AgroParisTech, IJPB, UMR1318, F-78126 Versailles, France
[4] Bayer SAS, F-69263 Lyon 09, France
关键词
hormones; kinetic resolution; radical reactions; strigolactones; TRANSFER RADICAL POLYMERIZATION; GERMINATION STIMULANTS; LIPASE; INHIBITION; ACETATES; FUNGI;
D O I
10.1002/chem.201002817
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first total synthesis of solanacol, a member of the strigolactone family, features ring-closing metathesis, enzymatic kinetic resolution, and atom-transfer radical cyclization. This defines the stereostructure of the natural product. The best hormonal activity is revealed by an acetylated derivative at O4 (see scheme). © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:13941 / 13945
页数:5
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