Total synthesis of two possible diastereomers of (+)-sarcophytonolide C and its structural elucidation

Hiroyoshi Takamura, Kohei Iwamoto, Eiji Nakao, Isao Kadota

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Stereoselective and parallel total syntheses of two possible diastereomers of (+)-sarcophytonolide C have been accomplished. Macrolactonization and transannular ring-closing metathesis (RCM) were the key transformations. Detailed comparisons of their 1H and 13C NMR data and specific rotation with those of the natural product allowed the absolute configuration of (+)-sarcophytonolide C to be determined.

Original languageEnglish
Pages (from-to)1108-1111
Number of pages4
JournalOrganic Letters
Volume15
Issue number5
DOIs
Publication statusPublished - 2013

Fingerprint

metathesis
closing
nuclear magnetic resonance
rings
synthesis
products
configurations
Biological Products
Nuclear magnetic resonance
sarcophytonolide C
Carbon-13 Magnetic Resonance Spectroscopy
Proton Magnetic Resonance Spectroscopy

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Total synthesis of two possible diastereomers of (+)-sarcophytonolide C and its structural elucidation. / Takamura, Hiroyoshi; Iwamoto, Kohei; Nakao, Eiji; Kadota, Isao.

In: Organic Letters, Vol. 15, No. 5, 2013, p. 1108-1111.

Research output: Contribution to journalArticle

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