Diels-Alder reactions of 12-hydroxy-9(10®20)-5aH-abeo-abieta-1(10),8(9),12(13)-triene-11,14-dione

George Majetich; Yong Zhang; Xinrong Tian; Ge Zou; Yang Li; Yangyang Wang; Shougang Hu; Eric Huddleston

doi:10.3390/molecules18066969

Diels-Alder reactions of 12-hydroxy-9(10®20)-5aH-abeo-abieta-1(10),8(9),12(13)-triene-11,14-dione

Molecules. 2013 Jun 14;18(6):6969-89. doi: 10.3390/molecules18066969.

Authors

George Majetich¹, Yong Zhang, Xinrong Tian, Ge Zou, Yang Li, Yangyang Wang, Shougang Hu, Eric Huddleston

Affiliation

¹ Department of Chemistry, University of Georgia, Athens, GA 30602, USA. majetich@uga.edu

Abstract

12-Hydroxy-9(10-->20)-5aH-abeo-abieta-1(10),8(9),12(13)-triene-11,14-dione (quinone 2) served as the dienophile in numerous intermolecular Diels-Alder reactions. These cycloadditions were conducted either thermally (including microwave heating) or with Lewis acid activation. While most dienes reacted with quinone 2 in good chemical yield, others were incompatible under the experimental conditions used.

Publication types

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

MeSH terms

Catalysis
Cycloaddition Reaction*
Quinones / chemical synthesis
Quinones / chemistry*

Substances

Quinones