Disulfonimide-Catalyzed Asymmetric Synthesis of β3-Amino Esters Directly from 
N-Boc-Amino Sulfones

Wang, Qinggang; Leutzsch, Markus; van Gemmeren, Manuel; List, Benjamin

doi:10.1021/ja408747m

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Disulfonimide-Catalyzed Asymmetric Synthesis of β³-Amino Esters Directly from N-Boc-Amino Sulfones

Wang, Q., Leutzsch, M., van Gemmeren, M., & List, B. (2013). Disulfonimide-Catalyzed Asymmetric Synthesis of β³-Amino Esters Directly from N-Boc-Amino Sulfones. Journal of the American Chemical Society, 135(41), 15334-15337. doi:10.1021/ja408747m.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0018-D609-1 Version Permalink: https://hdl.handle.net/21.11116/0000-0008-4C55-4

Genre: Journal Article

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Creators:
Wang, Qinggang¹, Author
Leutzsch, Markus¹, Author
van Gemmeren, Manuel¹, Author
List, Benjamin¹, Author

Affiliations:
1Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585

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Abstract: An asymmetric Mannich reaction of silyl ketene acetals with N-Boc-amino sulfones has been developed. A chiral disulfonimide efficiently catalyzes both the in situ generation of the corresponding N-Boc imines and the asymmetric Mannich reaction with excellent yields and enantioselectivities. Kinetic studies confirm a proposed stepwise mechanism.

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Language(s): eng - English

Dates: Submitted: 2013-08-29Published Online: 2013-10-03Date issued: 2013-10-16

Publication Status: Issued

Pages: 4

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Table of Contents: -

Rev. Type: Peer

Identifiers: DOI: 10.1021/ja408747m

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Title: Journal of the American Chemical Society

Other : JACS

Abbreviation : J. Am. Chem. Soc.

Source Genre: Journal

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Publ. Info: Washington, DC : American Chemical Society

Pages: - Volume / Issue: 135 (41) Sequence Number: - Start / End Page: 15334 - 15337 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870