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Scientific article
Letter
English

An Enantiospecific Synthesis of Solenopsin A

Published inTetrahedron Letters, vol. 34, no. 18, p. 2911-2914
Publication date1993
Abstract

Enantiomerically pure solenopsin A (1) was prepared in 11 steps from L-aspartic acid (3) in an overall yield of 17%. 6R-(N-tosylamino)heptadecan-2-one (8), prepared from 3, underwent cyclization on acid catalysis to N-tosylamino-2,3-dehydro-2-methyl-6R-undecylpiperidine (9), which on reduction and deprotection gave 1.

Keywords
  • 2.6-Dialkylpiperidine
  • Innate chirality
  • Hydride reduction
  • Iminium cation
Funding
  • Swiss National Science Foundation - 20-32166.91
Citation (ISO format)
JEFFORD, Charles, WANG, Jian Bo. An Enantiospecific Synthesis of Solenopsin A. In: Tetrahedron Letters, 1993, vol. 34, n° 18, p. 2911–2914. doi: 10.1016/S0040-4039(00)60479-3
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Article (Published version)
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ISSN of the journal0040-4039
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