Premium
Highly Regio‐ and Stereoselective Diels–Alder Cycloaddition of Difluoro(methylene)cyclopropanes
Author(s) -
Hang XiaoChun,
Chen QingYun,
Xiao JiChang
Publication year - 2008
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.200700992
Subject(s) - regioselectivity , chemistry , cycloaddition , stereoselectivity , methylene , diels–alder reaction , reactivity (psychology) , organic chemistry , medicinal chemistry , stereochemistry , catalysis , medicine , alternative medicine , pathology
The Diels–Alder reactions of difluoro(methylene)cyclopropanes (F 2 MCPs) with cyclic dienes are described. These cycloaddition reactions exhibited complete regioselectivity and high endo ‐stereoselectivity. The obtained cycloadducts underwent a retro‐Diels–Alder reaction to give the original dienophiles and dienes when heated, reflecting the reversible Diels–Alder reactivity of F 2 MCPs.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)