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Control of selectivity in the generation and reactions of oxonium ylides.

Authors :
Jaber DM
Burgin RN
Hepler M
Zavalij P
Doyle MP
Source :
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2011 Jul 21; Vol. 47 (27), pp. 7623-5. Date of Electronic Publication: 2011 Jun 10.
Publication Year :
2011

Abstract

Dirhodium catalyzed reactions of aryl-substituted tetrahydropyranone diazoacetoacetates produce ylide intermediates that unexpectedly yield two oxabicyclo[4.2.1]-nonane diastereoisomers, but a single diastereoisomer is formed by increasing the steric bulk of the aryl substituent.

Details

Language :
English
ISSN :
1364-548X
Volume :
47
Issue :
27
Database :
MEDLINE
Journal :
Chemical communications (Cambridge, England)
Publication Type :
Academic Journal
Accession number :
21666901
Full Text :
https://doi.org/10.1039/c1cc12443a