Oxazaphospholidine-oxide as an efficient ortho-directing group for the diastereoselective deprotonation of ferrocene

被引：59

作者：

Vinci, D ^{[1
]}

Mateus, N ^{[1
]}

Wu, XF ^{[1
]}

Hancock, F ^{[1
]}

Steiner, A ^{[1
]}

Xiao, JL ^{[1
]}

机构：

[1] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 02期

关键词：

D O I：

10.1021/ol0523704

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ortho-lithiation of (2R,4S,5R)-3,4-dimethyl-2-ferrocenyl-5-phenyl[1,3,2]oxazaphospholidine 2-oxide 2 was carried out with diastereoselectivity of > 99%, affording a new and efficient way for introducing planar chirality into the ferrocene backbone. Various electrophiles were used to quench the lithiated species, showing the wide applicability of the new ortho-directing group and its potential to generate ligands for use in asymmetric catalysis.

引用

页码：215 / 218

页数：4

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