Catalytic enantioselective synthesis of adociacetylene B

Barry M Trost; Andrew H Weiss

doi:10.1021/ol0615836

Catalytic enantioselective synthesis of adociacetylene B

Org Lett. 2006 Sep 28;8(20):4461-4. doi: 10.1021/ol0615836.

Authors

Barry M Trost¹, Andrew H Weiss

Affiliation

¹ Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. bmtrost@stanford.edu

PMID: 16986925
DOI: 10.1021/ol0615836

Abstract

A catalytic enantioselective total synthesis of adociacetylene B (2) in five steps is reported. The efficiency of this synthesis was enabled by an asymmetric zinc alkynylation catalyzed by the proline-derived ligand (1).

Publication types

Research Support, N.I.H., Extramural

MeSH terms

Alkynes / chemical synthesis*
Catalysis
Chromatography, High Pressure Liquid
Furans / chemical synthesis*
Stereoisomerism

Substances

Alkynes
Furans
adociacetylene B

Grants and funding

GM-33049/GM/NIGMS NIH HHS/United States