Preparation of enantiomerically pure 2′-substituted 2-diphenylphosphino-1,1′-binaphthyls by reductive cleavage of the carbon-phosphorus bond in a borane complex of 2-diphenylphosphino-2′-diphenylphosphinyl-1,1′-binaphthyl

被引：32

作者：

Shimada, T ^{[1
]}

Kurushima, H ^{[1
]}

Cho, YH ^{[1
]}

Hayashi, T ^{[1
]}

机构：

[1] Kyoto Univ, Dept Chem, Grad Sch Sci, Sakyo Ku, Kyoto 6068502, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 26期

关键词：

D O I：

10.1021/jo010691x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of (S)-2'-boranatodiphenylphosphino-2-diphenylphosphinyl-1,1'-binaphthyI (3, borane complex of BINAP monoxide) with an excess of n-butyllithium in THF at -78 degreesC brought about a selective cleavage of the carbon-phosphorus bond between the binaphthyl and diphenylphosphinyl groups to generate the binaphthyllithium 14, the treatment of which with electrophiles MeOD, I-2, and ClSnMe3 gave, after removal of the borane, the corresponding 2'-substituted 2-diphenylphosphino-1,1'-binaphthyls (E-MOP 9: E = D, I, SnMe3), without loss of the enantiomeric purity.

引用

页码：8854 / 8858

页数：5

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