Enantioconvergent Hydroboration of a Racemic Allene: Enantioselective Synthesis of (E)-δ-Stannyl-anti-homoallylic Alcohols via Aldehyde Crotylboration

被引：69

作者：

Chen, Ming ^{[1
]}

Roush, William R. ^{[1
]}

机构：

[1] Scripps Florida, Dept Chem, Jupiter, FL 33458 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 15期

关键词：

DYNAMIC KINETIC RESOLUTION; ASYMMETRIC-SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ORGANIC-SYNTHESIS; POSITIVE CHARGE; BETA-SILICON; REAGENTS; BORANES; RACEMIZATION; ALLYLBORANE;

D O I：

10.1021/ja2010187

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The enantioconvergent hydroboration of racemic allenylstannane (+/-)-1 with ((d)Ipc)(2)BH converts both enantiomers of (+/-)-1 into the enantioenriched crotylborane (S)-E-3. Subsequent crotylboration of aldehydes with (S)-E-3 provides (E)-stannyl-homoallylic alcohols 5 in good yields and with excellent enantioselectivity.

引用

页码：5744 / 5747

页数：4

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