First total synthesis of (4R,5R,11S) and (4R,5R,11R)-iso-cladospolide B

Authors

  • María González
  • Zoila Gándara
  • Matar Seck
  • Generosa Gómez
  • yagamare fall

DOI:

https://doi.org/10.13171/mjc.4.1.2015.17.02.10.25/yagamare

Abstract

The two enantiomers of natural products (4S, 5S, 11R)-and (4S, 5S, 11S)-iso-cladospolide B have been synthesized and their structures unambiguously confirmed by X-ray crystallographic analysis. Key steps of the synthesis include the use of tri-O-acetyl-D-glucal as precursor for a chiral furan diol which, after side chain transformation, underwent singlet oxygen oxidation to afford the target butenolides

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Published

2015-02-17

Issue

Vol. 4 No. 1 (2015)

Section

Organic Chemistry

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