Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones

Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones

By utilising a chiral bicyclic guanidine as catalyst and triethylamine as additive, the first asymmetric Michael addition of α-fluoro-β-ketoesters to various cyclic enones has been successfully developed, affording a variety of Michael adducts with potential synthetic utilities with satisfactory ste...

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Bibliographic Details
Main Authors: Jing, Zhenzhong, Liu, Jin, Chin, Kek Foo, Chen, Wenchao, Tan, Choon-Hong, Jiang, Zhiyong
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
Subjects:
DRNTU::Science::Chemistry::Organic chemistry
Online Access:https://hdl.handle.net/10356/103798
http://hdl.handle.net/10220/24556
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Institution: Nanyang Technological University
Language: English
Description
Summary:By utilising a chiral bicyclic guanidine as catalyst and triethylamine as additive, the first asymmetric Michael addition of α-fluoro-β-ketoesters to various cyclic enones has been successfully developed, affording a variety of Michael adducts with potential synthetic utilities with satisfactory stereoselectivity (up to 94 % ee and 4.3 : 1 dr).

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