Enantioselective total synthesis of (+)-galbulin via organocatalytic domino Michael-Michael-aldol condensation

Bor-Cherng Hong; Che-Sheng Hsu; Gene-Hsiang Lee

doi:10.1039/c2cc16682h

Enantioselective total synthesis of (+)-galbulin via organocatalytic domino Michael-Michael-aldol condensation

Chem Commun (Camb). 2012 Feb 28;48(18):2385-7. doi: 10.1039/c2cc16682h. Epub 2011 Dec 16.

Authors

Bor-Cherng Hong¹, Che-Sheng Hsu, Gene-Hsiang Lee

Affiliation

¹ Department of Chemistry and Biochemistry, National Chung Cheng University, Chia-Yi 621, Taiwan, ROC. chebch@ccu.edu.tw

PMID: 22179766
DOI: 10.1039/c2cc16682h

Abstract

A concise and practical enantioselective synthesis of (+)-galbulin has been achieved using organocatalytic domino Michael-Michael-aldol condensation and organocatalytic kinetic resolution as the key steps.

Publication types

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

MeSH terms

Aldehydes / chemistry*
Catalysis
Chemistry Techniques, Synthetic / methods*
Ketones / chemistry*
Models, Molecular
Molecular Conformation
Stereoisomerism
Substrate Specificity
Tetrahydronaphthalenes / chemical synthesis*
Tetrahydronaphthalenes / chemistry*

Substances

Aldehydes
Ketones
Tetrahydronaphthalenes
galbulin