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Synthesis 2007(2): 209-214
DOI: 10.1055/s-2006-958956
DOI: 10.1055/s-2006-958956
PAPER
© Georg Thieme Verlag Stuttgart · New York
Improved Stereoselectivity in Intramolecular SN2′ Cyclization through Use of Mechanistic Principles
Further Information
Received
28 August 2006
Publication Date:
21 December 2006 (online)
Publication History
Publication Date:
21 December 2006 (online)
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Abstract
Valine and alanine were converted into the corresponding α-hydroxy-β-amino acids through intramolecular SN2′ cyclization. The novel cyclization protocol relied upon the use of N-benzyl-protected carbamates derived from α-amino acids
Key words
oxazolidin-2-one - intramolecular cyclization - stereoselectivity - A(1,3) strain - α-hydroxy-β-amino acids
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