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Diastereoselective Syntheses of Chroman Spiroketals via 4 2 Cycloaddition of Enol Ethers and o-Quinone Methides.

Authors :
Maurice A. Marsini
Yaodong Huang
Christopher C. Lindsey
Kun-Liang Wu
Thomas R. R. Pettus
Source :
Organic Letters. Apr2008, Vol. 10 Issue 7, p1477-1480. 4p.
Publication Year :
2008

Abstract

A variety of chroman spiroketals are synthesized via inverse-demand 4 2 cycloaddition of enol ethers and ortho-quinone methides (o-QMs). Low temperature o-QM generation in situ allows for the kinetic, diastereoselective construction of these motifs, providing entry to a number of unusual chroman spiroketal natural products. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
15237060
Volume :
10
Issue :
7
Database :
Academic Search Index
Journal :
Organic Letters
Publication Type :
Academic Journal
Accession number :
32793613
Full Text :
https://doi.org/10.1021/ol8003244