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Bifunctional iminophosphorane organocatalysts for enantioselective synthesis: application to the ketimine nitro-Mannich reaction.

Abstract:

The design, synthesis, and development of a new class of modular, strongly basic, and tunable bifunctional Brønsted base/H-bond-donor organocatalysts are reported. These catalysts incorporate a triaryliminophosphorane as the Brønsted basic moiety and are readily synthesized via a last step Staudinger reaction of a chiral organoazide and a triarylphosphine. Their application to the first general enantioselective organocatalytic nitro-Mannich reaction of nitromethane to unactivated ketone-deriv...

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Publication status:
Published

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Publisher copy:
10.1021/ja409121s

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
Journal of the American Chemical Society
Volume:
135
Issue:
44
Pages:
16348-16351
Publication date:
2013-11-05
DOI:
EISSN:
1520-5126
ISSN:
0002-7863
URN:
uuid:5f31585d-bce2-401b-9c64-a7ece952fcf1
Source identifiers:
436085
Local pid:
pubs:436085

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