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Development of a Method for the Preparation of α-Azido-Masked Acyl Cyanides, Synthetic Equivalents of N-Protected–C-Activated α-Amino Acids

✍ Scribed by Hisao Nemoto; Rujian Ma; Touru Ibaragi; Ichiro Suzuki; Masayuki Shibuya

Book ID
104202516
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
139 KB
Volume
56
Category
Article
ISSN
0040-4020

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✦ Synopsis

A method for the preparation of a-azido-masked acyl cyanides as synthetic equivalents of N-protected-C-activated a-amino acids was developed using carbon-carbon bond formation between aldehydes and the Masked Acyl Cyanide Reagents, followed by sulfonylation and substitution by azide anion. This method was applied to the synthesis of d-threonine and l-allo-threonine derivatives.

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