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An Effective Diels–Alder Reaction of Vinyl Allenols with Dienophiles
Author(s) -
Choi Subin,
Hwang Hoon,
Lee Phil Ho
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201001148
Subject(s) - chemistry , moiety , dichloromethane , diels–alder reaction , propargyl bromide , methylene , organic chemistry , yield (engineering) , propargyl , toluene , bromide , catalysis , materials science , solvent , metallurgy
Vinyl allenols obtained from reaction of aldehydes with vinyl propargyl bromide and indium underwent Diels–Alder reactions with a variety of symmetric and unsymmetric dienophiles in dichloromethane or toluene regioselectively, producing cyclohexenylmethyl alcohols possessing an exo methylene moiety in good to excellent yield.