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Asymmetric synthesis of β-amino acid derivatives by Michael addition to chiral 2-aminomethylacrylates

✍ Scribed by Ian T. Barnish; Martin Corless; Peter J. Dunn; David Ellis; Paul.W. Finn; J.David Hardstone; Keith James

Book ID: 104224854
Publisher: Elsevier Science
Year: 1993
Tongue: French
Weight: 254 KB
Volume: 34
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)91786-6

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✦ Synopsis

The addition of lithium enolates to chiral aminomethylacrylates 7 and 8 proceeded with excellent diastereodifferentiation (up to 98% de) and provided an expeditious synthesis of homochiral fi-aminomethylglutarates 9 and 10, on a scale of up-to 5OOg. The a&lates 7 and%, and their antipodes, should be useful synthons for the synthesis of B-amino acid derivatives.

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