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  Chiral Allenes via Alkynylogous Mukaiyama Aldol Reaction

Tap, A., Blond, A., Wakchaure, V. N., & List, B. (2016). Chiral Allenes via Alkynylogous Mukaiyama Aldol Reaction. Angewandte Chemie International Edition, 55(31), 8962-8965. doi:10.1002/anie.201603649.

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 Creators:
Tap, Aurélien1, Author              
Blond, Aurélie1, Author              
Wakchaure, Vijay N.1, Author              
List, Benjamin1, Author              
Affiliations:
1Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              

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Free keywords: aldol reactions; allenes; disulfonimides; Lewis acids; organocatalysis
 Abstract: Herein we describe the development of a catalytic enantioselective alkynylogous Mukaiyama aldol reaction. The reaction is catalyzed by a newly designed chiral disulfonimide and delivers chiral allenoates in high yields and with excellent regio-, diastereo-, and enantioselectivity. Our process tolerates a broad range of aldehydes in combination with diverse alkynyl-substituted ketene acetals. The reaction products can be readily derivatized to furnish a variety of highly substituted enantiomerically enriched building blocks.

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Language(s): eng - English
 Dates: 2016-04-142016-06-082016-07-25
 Publication Status: Published in print
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.201603649
 Degree: -

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Title: Angewandte Chemie International Edition
  Abbreviation : Angew. Chem., Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 55 (31) Sequence Number: - Start / End Page: 8962 - 8965 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851