Total synthesis of (+)-crocacin C

J T Feutrill; M J Lilly; M A Rizzacasa

doi:10.1021/ol0064664

Total synthesis of (+)-crocacin C

Org Lett. 2000 Oct 19;2(21):3365-7. doi: 10.1021/ol0064664.

Authors

J T Feutrill¹, M J Lilly, M A Rizzacasa

Affiliation

¹ School of Chemistry, The University of Melbourne, Victoria 3010, Australia.

PMID: 11029212
DOI: 10.1021/ol0064664

Abstract

The first asymmetric synthesis of (+)-crocacin C (3) is described which served to confirm the absolute configuration of this compound. The key step in the sequence was the stereoselective assembly of the (E,E)-diene amide side chain by a Stille cross-coupling between the stannane 5 and vinyl iodide 6.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antifungal Agents / chemical synthesis*
Antifungal Agents / chemistry
Polyenes / chemical synthesis
Polyenes / chemistry

Substances

Antifungal Agents
Polyenes
crocacin