Open AccessDiels−Alder Reactions of Quinol Lactones: A Change of Regioselectivity with Stannic Chloride Catalysis
Author(s) -
George A. Kraus,
Wenge Cui
Publication year - 2002
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/jo020366p
Subject(s) - regioselectivity , chemistry , catalysis , lewis acids and bases , chloride , lactone , diels–alder reaction , lewis acid catalysis , organic chemistry , medicinal chemistry
Lewis acid-mediated Diels-Alder reactions of quinol lactone 2 gave regioselectivity opposite to that of the uncatalyzed reaction. Compound 12 is proposed as the reactive intermediate generated by the reaction of 2 with stannic chloride.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom