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Communication

A Highly Efficient Carbon−Carbon Bond Formation Reaction via Nucleophilic Addition to N-Alkylaldimines without Acids or Metallic Species

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Hisao Nemoto,*^† Tomoyuki Kawamura,^† and Norikazu Miyoshi^‡

Department of Molecular Design and Synthesis, Division of Pharmaceutical Chemistry, Institute of Health Biosciences, The University of Tokushima, 1-78, Sho-machi, Tokushima 770-8505, Japan, and Department of Chemistry, Faculty of Integrated Arts and Sciences, The University of Tokushima, 1-1, Minamijosanjima-cho, Tokushima 770-8502, Japan

J. Am. Chem. Soc., 2005, 127 (42), pp 14546–14547

DOI: 10.1021/ja054010h

Publication Date (Web): October 4, 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.

†

Institute of Health Biosciences.

‡

Faculty of Integrated Arts and Sciences.

, nem@ph.tokushima-u.ac.jp

Abstract

A nucleophilic addition reaction to N-methylaldimines without acid or metal species is described. A novel reagent, dicyanomethyl acetate, is used as a nucleophile to give α-(N-methyl-N-acetyl)amino acid methyl esters in excellent yield.

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Published In Issue October 26, 2005
Received June 17, 2005

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Communication

A Highly Efficient Carbon−Carbon Bond Formation Reaction via Nucleophilic Addition to N-Alkylaldimines without Acids or Metallic Species

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

A New One-Pot Method for the Synthesis of α-Siloxyamides from Aldehydes or Ketones and Its Application to the Synthesis of (−)-Bestatin

Olefin Metathesis Based Approach to Diversely Functionalized Pyrrolizidines and Indolizidines; Total Synthesis of (+)-Monomorine

Direct One-Pot Synthesis of α-Siloxy-Weinreb Amides from Aldehydes

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