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Allylsilane‐Modified Amino Acids from the Claisen...
Journal article

Allylsilane‐Modified Amino Acids from the Claisen Rearrangement

Abstract

Abstract The Claisen rearrangement of the N ‐protected, silylated allyl glycinates 11 and 12 led to the formation of allyl/silyl‐functionalized amino acids 13 and 14 in yields up to 80%. The diastereoisomer ratio varied from 2 : 1 to 29 : 1 for 11mb , and from 2 : 1 to 46 : 1 ( syn / anti ) for 12mb , depending on reaction conditions, as shown by X‐ray crystallographic analysis of 14mb . The relationship between the size of the alkyl groups on …

Authors

Mohamed M; Brook MA

Journal

Helvetica Chimica Acta, Vol. 85, No. 12, pp. 4165–4181

Publisher

Wiley

Publication Date

December 2002

DOI

10.1002/hlca.200290002

ISSN

0018-019X

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