Expanding the scope of the organocatalytic addition of Fluorobis(phenylsulfonyl)methane to Enals: enantioselective cascade synthesis of Fluoroindane and Fluorochromanol derivatives
Expanding the scope of the organocatalytic addition of Fluorobis(phenylsulfonyl)methane to Enals: enantioselective cascade synthesis of Fluoroindane and Fluorochromanol derivatives
Highly enantioselective cascade reactions for the synthesis of fluoroindanes and chromanols derivatives are described. The cascade reactions consisted of either a double Michael reaction or Michael–hemiacetal formation via the addition of fluorobis(phenylsulfonyl)methane (FBSM) to enals. The final products were obtained in good yields with excellent stereoselectivities.
enantioselectivity, fluorine, indanes, michael reaction, organocatalysis
437-446
Kim, Young Sug
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Kim, Sun Min
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Wang, Bing
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Companyó, Xavier
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Li, Jing
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Moyano, Albert
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Im, Seoyoung
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Tošner, Zdeněk
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Yang, Jung Woon
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Rios, Ramon
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10 February 2014
Kim, Young Sug
e66cf7fa-b139-4dfd-8626-fabd465817e2
Kim, Sun Min
954dd776-13fe-4d35-8903-c704867966e8
Wang, Bing
8412bb47-9857-48d5-a3c4-858052f562bc
Companyó, Xavier
446791db-6e0a-40f9-9f20-3a8e8af9803c
Li, Jing
fafa4088-5b81-4c81-9228-ae4da619d9ff
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Im, Seoyoung
b8ea7854-3fea-4b5e-9be0-bcd0df724a23
Tošner, Zdeněk
2bb36ff3-9e18-4348-8cdd-2f82935ddd53
Yang, Jung Woon
70327194-b21c-402c-83c0-4474fb47db63
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Kim, Young Sug, Kim, Sun Min, Wang, Bing, Companyó, Xavier, Li, Jing, Moyano, Albert, Im, Seoyoung, Tošner, Zdeněk, Yang, Jung Woon and Rios, Ramon
(2014)
Expanding the scope of the organocatalytic addition of Fluorobis(phenylsulfonyl)methane to Enals: enantioselective cascade synthesis of Fluoroindane and Fluorochromanol derivatives.
Advanced Synthesis & Catalysis, 356, .
(doi:10.1002/adsc.201300703).
Abstract
Highly enantioselective cascade reactions for the synthesis of fluoroindanes and chromanols derivatives are described. The cascade reactions consisted of either a double Michael reaction or Michael–hemiacetal formation via the addition of fluorobis(phenylsulfonyl)methane (FBSM) to enals. The final products were obtained in good yields with excellent stereoselectivities.
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Published date: 10 February 2014
Keywords:
enantioselectivity, fluorine, indanes, michael reaction, organocatalysis
Organisations:
Organic Chemistry: Synthesis, Catalysis and Flow
Identifiers
Local EPrints ID: 362226
URI: http://eprints.soton.ac.uk/id/eprint/362226
ISSN: 1615-4150
PURE UUID: 3d977ff7-9257-45de-8a11-002b0f6c845b
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Date deposited: 18 Feb 2014 15:07
Last modified: 14 Mar 2024 16:01
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Contributors
Author:
Young Sug Kim
Author:
Sun Min Kim
Author:
Bing Wang
Author:
Xavier Companyó
Author:
Jing Li
Author:
Albert Moyano
Author:
Seoyoung Im
Author:
Zdeněk Tošner
Author:
Jung Woon Yang
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