A NOVEL MICHAEL REACTION OF SILYL ENOL ETHERS VIA HETERO-DIELS-ALDER REACTION WITH ALKYLIDENE-MELDRUMS ACID

Authors
MIZUKAMI S KIHARA N ENDO T
Citation
S. Mizukami et al., A NOVEL MICHAEL REACTION OF SILYL ENOL ETHERS VIA HETERO-DIELS-ALDER REACTION WITH ALKYLIDENE-MELDRUMS ACID, Tetrahedron letters, 34(46), 1993, pp. 7437-7440
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
46
Year of publication
1993
Pages
7437 - 7440
Database
ISI
SICI code
0040-4039(1993)34:46<7437:ANMROS>2.0.ZU;2-O
Abstract
Alkylidene Meldrum's acid easily reacted with silyl enol ethers withou t any catalyst to afford hetero Diels-Alder adducts which could be qua ntitatively hydrolyzed to obtain Michael adducts in good yields. The M ichael adducts could be obtained diastereoselectively and could be con verted to corresponding delta-ketoesters quantitatively.