Oxazaphospholidine-oxide as an Efficient ortho-Directing Group for the Diastereoselective Deprotonation of Ferrocene

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• 作者：Daniele Vinci ; Nuno Mateus ; Xiaofeng Wu ; Fred Hancock ; Alexander Steiner ; and Jianliang Xiao
• 刊名：Organic Letters
• 出版年：2006
• 出版时间：January 19, 2006
• 年：2006
• 卷：8
• 期：2
• 页码：215 - 218
• 全文大小：118K
• 年卷期：v.8,no.2(January 19, 2006)
• ISSN：1523-7052

文摘

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

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