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Communication

Chiral Lithium Binaphtholate Aqua Complex as a Highly Effective Asymmetric Catalyst for Cyanohydrin Synthesis

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Manabu Hatano, Takumi Ikeno, Takashi Miyamoto, and Kazuaki Ishihara*

Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya, 464-8603, Japan

J. Am. Chem. Soc., 2005, 127 (31), pp 10776–10777

DOI: 10.1021/ja051125c

Publication Date (Web): July 13, 2005

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, ishihara@cc.nagoya-u.ac.jp

Abstract

A highly enantioselective cyanohydrin synthesis with aromatic aldehydes using chiral lithium binaphtholate aqua or alcohol complexes has been developed and is a simple and inexpensive catalyst suitable for process chemistry to give gram-scale cyanohydrins successfully. Dramatic improvements in enantiomeric excess have been realized along with an interesting changeover in absolute stereochemistry of cyanohydrin product against the thoroughly “dry” catalytic systems.

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Published In Issue August 10, 2005
Received February 22, 2005

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Communication

Chiral Lithium Binaphtholate Aqua Complex as a Highly Effective Asymmetric Catalyst for Cyanohydrin Synthesis

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

Chiral Lanthanum(III)-Binaphthyldisulfonate Complexes for Catalytic Enantioselective Strecker Reaction

Catalytic Asymmetric Cyanosilylation of Ketones by a Chiral Amino Acid Salt

Double Bond Isomerization/Enantioselective Aza-Petasis−Ferrier Rearrangement Sequence as an Efficient Entry to Anti- and Enantioenriched β-Amino Aldehydes

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