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Gold and BINOL-phosphoric acid catalyzed enantioselective hydroamination/N-sulfonyliminium cyclization cascade.

Abstract:
A highly enantioselective hydroamination/N-sulfonyliminium cyclization cascade is reported using a combination of gold(I) and chiral phosphoric acid catalysts. An initial 5-exo-dig hydroamination and a subsequent phosphoric acid catalyzed cyclization process provide access to complex sulfonamide scaffolds in excellent yield and high enantiocontrol. The method can be extended to lactam derivatives, with excellent yields and enantiomeric excesses of up to 93% ee.
Publication status:
Published

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Publisher copy:
10.1021/ol401784h

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
Organic letters
Volume:
15
Issue:
17
Pages:
4330-4333
Publication date:
2013-09-01
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
Source identifiers:
420906
Language:
English
Keywords:
Pubs id:
pubs:420906
UUID:
uuid:3c23674e-d37f-441b-aef6-511f53d47b21
Local pid:
pubs:420906
Deposit date:
2013-11-16

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