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Synthesis of homochiral 3-substituted cyclopentanones from 2-norbornanones

Authors
Journal
Tetrahedron Asymmetry
0957-4166
Publisher
Elsevier
Publication Date
Volume
7
Issue
8
Identifiers
DOI: 10.1016/0957-4166(96)00264-9

Abstract

Abstract The cleavage of the C 1-C 2 bond in norbornane derivatives is accomplished by base-promoted hydrolysis of α-nitroketones, periodate oxidation or Beckmann fragmentation of suitable precursors prepared from the 2-norbornanones 1. These reactions are the basis for the synthesis of the 3-substituted homochiral cyclopentanones 6, 10 or 15.

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