Palladium(II)-catalyzed stereocontrolled cyclization via hemiacetal intermediates: Total synthesis of 5-epi-prelactone C

Masahiro Miyazawa, Magsarjav Narantsetseg, Hajime Yokoyama, Seiji Yamaguchi, Yoshiro Hirai*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

Palladium(II)-catalyzed cyclization of 3,7-dihydroxy-4-methyl-5-octenal derivative was carried out to give 2,3,4,6-tetrasubstituted tetrahydropyran with stereoselective 1,3-chirality transfer in net retention of stereochemistry. The cyclized product was converted into 5-epi-prelactone C.

Original languageEnglish
Pages (from-to)1017-1021
Number of pages5
JournalHeterocycles
Volume63
Issue number5
DOIs
StatePublished - 2004/05/01

ASJC Scopus subject areas

  • Organic Chemistry
  • Drug Discovery

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