Stereocontrol in radical processes through the exocyclic effect:: Dual role of triethylboron as radical initiator and in situ derivatization agent

被引：22

作者：

Bouvier, JP

Jung, G

Liu, ZP

Guérin, B

Guindon, Y

机构：

[1] Clin Res Inst Montreal, Bioorgan Chem Lab, Montreal, PQ H2W 1R7, Canada

[2] Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada

[3] Univ Montreal, Dept Pharmacol, Montreal, PQ H3C 3J7, Canada

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 09期

关键词：

D O I：

10.1021/ol015758h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The diastereoselectivity of radical processes involving 1,3-diols is increased significantly with a simple and efficient strategy using the exocyclic effect, Boronate derivatives are successfully formed in situ by treatment of an equimolar amount of Et3B in the presence of oxygen, This step is followed by the mediation of a carbon-centered radical a to the cyclic boronate to give the anti reduced product with high stereocontrol. The sequence is also extended to beta -amino alcohols.

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页码：1391 / 1394

页数：4

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