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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 23, 1993 - Issue 7
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Original Articles

Synthesis of Amino 1,3-Diols. Ring Opening of N-Acyl Activated Lactams with Carbon Nucleophiles

S. Klutchko Parke-Davis Pharmaceutical Research Division Warner-Lambert Company, Ann Arbor, Michigan, 48105
,
J. M. Hamby Parke-Davis Pharmaceutical Research Division Warner-Lambert Company, Ann Arbor, Michigan, 48105
,
M. Reily Parke-Davis Pharmaceutical Research Division Warner-Lambert Company, Ann Arbor, Michigan, 48105
,
M. D. Taylor Parke-Davis Pharmaceutical Research Division Warner-Lambert Company, Ann Arbor, Michigan, 48105
&
J. C. Hodges Parke-Davis Pharmaceutical Research Division Warner-Lambert Company, Ann Arbor, Michigan, 48105
Pages 971-983 | Received 20 Oct 1992, Published online: 23 Sep 2006
 
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Abstract

A synthesis of 6-amino-7-cyclohexyl-3,5-heptanediol 1 (CDH) and related amino 1,3-diols involving a nucleophilic ring opening of N-acyl activated lactams is described. Stereochemical proof of the 1,3-diol moiety is also presented.

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