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A novel approach for the asymmetric synthesis of (3S,4R)-3-amino-4-alkyl-2-piperidinones: conformationally constrained dipeptides

✍ Scribed by Céline Flamant-Robin; Qian Wang; N.André Sasaki

Book ID
104231894
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
57 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

A straightforward method is developed for the synthesis of enantiopure (3S,4R)-3-amino-4-alkyl-2-piperidinone derivatives, six-membered lactam-bridged dipeptides, via highly diastereofacial selective 1,4-addition of organocuprate to the chiral oxazolidine a,b-unsaturated ester 1 as the key step.

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