N-Heterocyclic carbene-catalyzed desymmetrization of functionalized 1,4-dienes via Stetter Reaction.
The asymmetric desymmetrization of 1,4-dienes via chiral N-heterocyclic carbene catalyzed Stetter-type umpolung reaction was demonstrated. A variety of differently substituted dienes were tolerated very well, affording cyclic ketones with two consecutive stereogenic centers (including one quaternary carbon) in moderate to high yields and with high to excellent enantioselectivities. This work expanded both reaction types of catalytic diene desymmetrizations and substrate diversity in NHC catalyzed desymmetric transformations.
State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, China. xqfang@fjirsm.ac.cn yangshuang@fjirsm.ac.cn.
Qiqiao
Q
Lin
Yuanzhen
Y
Li
Deb Kumar
DK
Das
Guoxiang
G
Zhang
Zhifei
Z
Zhao
Shuang
S
Yang
Xinqiang
X
Fang