化学
立体选择性
区域选择性
卡宾
组合化学
试剂
催化作用
烷基
对映选择合成
表面改性
有机化学
物理化学
作者
Masanori Takimoto,Zhaomin Hou
标识
DOI:10.1002/ajoc.202300372
摘要
Abstract An efficient protocol for the carbozincation of allenamides with dialkylzinc reagents catalyzed by an NHC−Cu complex has been developed. This protocol could provide alkenylzinc species introducing the alkyl group to γ‐position and the zinc component to β‐position of the allenamides in a regio‐ and stereoselective manner. The resulting alkenylzinc species can undergo further C−C bond‐forming reactions, such as allylation, arylation, and benzoylation, affording a variety of β,β‐disubstituted enamides with well‐controlled configurations of the two substituents. Moreover, the chiral allenamide synthesized via this method can be converted to a chiral aminocyclopropane derivative. In view of the high regio‐ and stereoselectivity and the convenient one‐pot procedure, this sequential transformation protocol offers a potentially useful method for synthesizing multi‐substituted enamides, which are important compounds in synthetic organic chemistry.
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