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Silver-catalyzed regio- and stereoselective formal carbene Insertion into unstrained C-C σ-Bonds of 1,3-dicarbonyls

Abstract:

A regio- and stereoselective silver-catalyzed formal carbene insertion into 1,3-dicarbonyls has been developed, using N-nosylhydrazones as diazo surrogates. Two new C-C bonds are constructed at the carbenic carbon center through the selective cleavage of the C-C(=O) σ-bond of acyclic 1,3-dicarbonyls, enabling the preparation of various synthetically useful polysubstituted γ-diketones, γ-ketoesters, and γ-ketoamides in high yields. The in situ formation of a donor-acceptor cyclopropane, via re...

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Publication status:
Published
Peer review status:
Peer reviewed
Version:
Publisher's version

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Publisher copy:
10.1016/j.isci.2018.09.006

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Institution:
University of Oxford
Division:
MPLS Division
Department:
Chemistry
Subgroup:
Organic Chemistry
Oxford college:
Jesus College
Role:
Author
ORCID:
0000-0002-4149-0494
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National Natural Science Foundation of China More from this funder
Publisher:
Elsevier Publisher's website
Journal:
iScience Journal website
Volume:
8
Pages:
54-60
Publication date:
2018-09-18
Acceptance date:
2018-09-06
DOI:
EISSN:
2589-0042
Pubs id:
pubs:923917
URN:
uri:41e0e6ac-b865-4f31-8965-1f7162b0351c
UUID:
uuid:41e0e6ac-b865-4f31-8965-1f7162b0351c
Local pid:
pubs:923917
Language:
English
Keywords:

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