有机催化不对称乙烯基酮α-酮醇重排：通过半频哪醇型 1,2-碳迁移对螺环二酮中手性全碳季碳中心的对映选择性构建。
Organocatalytic asymmetric vinylogous alpha-ketol rearrangement: enantioselective construction of chiral all-carbon quaternary stereocenters in spirocyclic diketones via semipinacol-type 1,2-carbon migration.
机构信息
State Key Laboratory of Applied Organic Chemistry and Department of Chemistry, Lanzhou University, Lanzhou 730000, PR China.
出版信息
J Am Chem Soc. 2009 Oct 21;131(41):14626-7. doi: 10.1021/ja906291n.
PMID:19785419
Abstract
The catalytic enantioselective synthesis of all-carbon quaternary stereogenic centers in spirocyclic diketones has been achieved for the first time by an unprecedented asymmetric vinylogous alpha-ketol rearrangement in which an enantiocontrolled semipinacol-type 1,2-carbon migration was realized using multifunctional cinchona-modified primary amine catalysis.
摘要
首次通过前所未有的不对称 vinylogous alpha-酮醇重排反应，实现了螺环二酮中全碳季碳立体中心的催化对映选择性合成，其中使用多功能 cinchona 修饰的伯胺催化实现了对映控制的半频哪醇型 1,2-碳迁移。
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