AXIALLY CHIRAL ALLENYLBORANES - CATALYTIC ASYMMETRIC-SYNTHESIS BY PALLADIUM-CATALYZED HYDROBORATION OF BUT-1-EN-3-YNES AND THEIR REACTION WITH AN ALDEHYDE

被引：109

作者：

MATSUMOTO, Y

NAITO, M

UOZUMI, Y

HAYASHI, T

机构：

[1] HOKKAIDO UNIV,CTR CATALYSIS RES,KITA KU,SAPPORO,HOKKAIDO 060,JAPAN

[2] HOKKAIDO UNIV,GRAD SCH PHARMACEUT SCI,KITA KU,SAPPORO,HOKKAIDO 060,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1993年 / 19期

关键词：

D O I：

10.1039/c39930001468

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reaction of but-1-en-3-ynes(CH2=CR-C=CH: R=H, n-C5H11) with catecholborane in the presence of a palladium catalyst bearing a chiral monodentate phosphine ligand, (S)-(-)-MeO-MOP, give optically active (3-substituted-1,2-butadienyl)-1,3,2-benzodioxaborolanes [Me(R)C=C=CH(BO2C6H4)], the reaction of which with benzaldehyde proceeded with syn attack to give the corresponding optically active but-3-ynyl alcohols of up to 61% enantiomeric excess (e.e.).

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页码：1468 / 1469

页数：2

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