Highly diastereoselective photoaddition of methanol to limonene

Dong Suk Kim, Sang Chul Shim, Takehiko Wada, Yoshihisa Inoue

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

Extremely high diastereomeric excess was achieved from the photosensitized polar addition of methanol to (R)-(+)-limonene 1. Diastereomeric excess was varied from 28.1 to 96.3% depending on the solvent polarity, reaction temperature, and structure of sensitizer.

Original languageEnglish
Pages (from-to)4341-4344
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number26
DOIs
Publication statusPublished - 2001 Jun 25
Externally publishedYes

Keywords

  • Asymmetric photochemical reaction
  • Diastereomeric excess
  • Limonene
  • Photosensitizer
  • Solvent polarity
  • Temperature effect

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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