Kinetic Resolution of Homoaldols via Catalytic Asymmetric Transacetalization

Kinetic Resolution of Homoaldols via Catalytic Asymmetric Transacetalization
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DOI:
10.1021/ja108642s
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发表时间:
2010-12-15
影响因子:
15
通讯作者:
List, Benjamin
List, Benjamin
中科院分区:
化学1区
文献类型:
--
作者:
Coric, Ilija;Mueller, Steffen;List, Benjamin

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通过缩醛化反应实现了高醛醇的高对映选择性动力学拆分。一种新的磷酸,STRIP,基于螺环1,1 '-螺二茚满骨架被设计和鉴定为该转化的上级催化剂。值得注意的是,仲高醛醇和叔高醛醇都给出了同样优异的结果。
The highly enantioselective kinetic resolution of homoaldols via a transacetalization reaction has been achieved. A novel phosphoric acid, STRIP, based on a spirocyclic 1,1'-spirobiindane backbone was designed and identified as a superior catalyst for this transformation. Remarkably, both secondary and tertiary homoaldols gave equally excellent results.