IN TURN OR IN REVERSE PALLADIUM-CATALYZED CARBONYL ALLYLATION AND DIELS-ALDER REACTION BY 2-METHYLENE-3-BUTEN-1-OL

Authors
MASUYAMA Y FUSE M KURUSU Y
Citation
Y. Masuyama et al., IN TURN OR IN REVERSE PALLADIUM-CATALYZED CARBONYL ALLYLATION AND DIELS-ALDER REACTION BY 2-METHYLENE-3-BUTEN-1-OL, Chemistry Letters, (7), 1993, pp. 1199-1202
Citations number
7
Categorie Soggetti
Chemistry
Journal title
Chemistry Letters → ACNP
ISSN journal
03667022
Issue
7
Year of publication
1993
Pages
1199 - 1202
Database
ISI
SICI code
0366-7022(1993):7<1199:ITOIRP>2.0.ZU;2-3
Abstract
Using PdCl2(PhCN)2-SnCl2, 2-methylene-3-buten-1-ol causes carbonyl all ylation of various aldehydes to afford 1-substituted-3-methylene-4-pen ten-1-ols; the Diels-Alder reaction of those with dienophiles produces 1-(2-hydroxyethyl)cyclohexenes. Diels-Alder reaction of 2-methylene-3 -buten-1-ol with dienophiles followed by carbonyl allylation produces structurally isomeric 1-methylene-2-(hydroxymethyl)cyclohexanes.