On the stereochemistry of the dihydropyrone Diels-Alder reaction

Citation
Pp. Seth et Ni. Totah, On the stereochemistry of the dihydropyrone Diels-Alder reaction, ORG LETT, 1(9), 1999, pp. 1411-1414
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
9
Year of publication
1999
Pages
1411 - 1414
Database
ISI
SICI code
1523-7060(19991104)1:9<1411:OTSOTD>2.0.ZU;2-2
Abstract
[GRAPHICS] The Diels-Alder reaction of activated dihydropyrones with electron-rich die nes proceeds with synthetically useful levels of diastereoselectivity Produ ct ratios vary with the nature and location of substituents on diene and di enophile, as well as with reaction conditions. Lewis acid catalyzed reactio ns of related pyrone and benzopyrone dienophiles are also diastereoselectiv e.