Enantiospecific formal total syntheses of (-)-salicylihalamides A and B from D-glucose and L-rhamnose

KyoungLang Yang; Torsten Haack; Burchelle Blackman; Wibke E Diederich; Subho Roy; Srinivas Pusuluri; Gunda I Georg

doi:10.1021/ol035630v

Enantiospecific formal total syntheses of (-)-salicylihalamides A and B from D-glucose and L-rhamnose

Org Lett. 2003 Oct 16;5(21):4007-9. doi: 10.1021/ol035630v.

Authors

KyoungLang Yang¹, Torsten Haack, Burchelle Blackman, Wibke E Diederich, Subho Roy, Srinivas Pusuluri, Gunda I Georg

Affiliation

¹ Department of Medicinal Chemistry, Center for Cancer Experimental Therapeutics and Drug Discovery Program, Higuchi Biosciences Center, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045-7582, USA.

PMID: 14535765
DOI: 10.1021/ol035630v

Abstract

[reaction: see text] Two formal chiral pool syntheses of the (-)-salicylihalamides A and B were achieved from commercially available 1,2,5,6-diacetone-d-glucose and l-rhamnose.

Publication types

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

MeSH terms

Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
Glucose / analogs & derivatives
Glucose / chemistry*
Molecular Structure
Rhamnose / chemistry*
Stereoisomerism

Substances

Bridged Bicyclo Compounds, Heterocyclic
salicylihalamide A
Glucose
Rhamnose

Abstract

Publication types

MeSH terms

Substances

Grants and funding