Direct activation of β-sp3-carbons of saturated carboxylic esters as electrophilic carbons via oxidative carbene catalysis

Direct activation of β-sp3-carbons of saturated carboxylic esters as electrophilic carbons via oxidative carbene catalysis

An N-heterocyclic carbene-catalyzed oxidative LUMO activation of the β-cabons of saturated carboxylic esters is disclosed. This approach allows for efficient asymmetric access to lactams and lactones by directly installing functional groups to the typically inert β-sp3 carbons of saturated esters. T...

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Bibliographic Details
Main Authors: Liu, Bin, Wang, Weihong, Huang, Ruoyan, Yan, Jiekuan, Wu, Jichang, Xue, Wei, Yang, Song, Jin, Zhichao, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2020
Subjects:
Science::Chemistry::Organic chemistry
NHC Catalyst
Carboxylic Esters
Online Access:https://hdl.handle.net/10356/138257
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Institution: Nanyang Technological University
Language: English
Description
Summary:An N-heterocyclic carbene-catalyzed oxidative LUMO activation of the β-cabons of saturated carboxylic esters is disclosed. This approach allows for efficient asymmetric access to lactams and lactones by directly installing functional groups to the typically inert β-sp3 carbons of saturated esters. The use of HOBt as an additive was found to significantly improve both yields and enantioselectivities of the reactions.

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