Synthesis of (+)-piclavines A1 and A2

H. McAlonan, D. Potts, Paul Stevenson, N. Thompson

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Piclavines AI and A2 have been synthesised for the first time. The route is short with the key step being the reaction of a bicyclic N-acyl iminium ion with 3-trimethysilyl-1-decene. This convergent strategy gave exclusively compounds in which the pendant decenyl group was axial, as a 6:1 mixture of E:Z-alkene diastereoisomers. Reduction of the lactam carbonyl group gave a 6:1 mixture of piclavines Al and A2, (C) 2000 Published by Elsevier Science Ltd.
Original languageEnglish
Pages (from-to)5411-5414
Number of pages4
JournalTetrahedron Letters
Volume41
Issue number28
Publication statusPublished - 08 Dec 2000

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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  • Cite this

    McAlonan, H., Potts, D., Stevenson, P., & Thompson, N. (2000). Synthesis of (+)-piclavines A1 and A2. Tetrahedron Letters, 41(28), 5411-5414.