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Effects of substituents in acid-catalyzed Claisen amino rearrangement

โœ Scribed by I. B. Abdrakhmanov; Z. N. Saraeva; N. G. Nigmatullin; V. D. Komissarov; G. A. Tolstikov


Book ID
112449312
Publisher
Springer
Year
1989
Tongue
English
Weight
474 KB
Volume
38
Category
Article
ISSN
1573-9171

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Synthesis of allylsilane-containing amin
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The Claisen rearrangement of N-BOC-glycinate esters 1a-1d led to the formation of a-allylsilane-functionalized amino acids 2-3 in good yield (up to 80%). The diastereoselectivity of the reaction varied from 2:1 to 29:1 (syn:anti ) for 1a depending on reaction conditions. In the case of the Ireland-C