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Stereoinversion of Unactivated Alcohols by Tethered Sulfonamides

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Title
Stereoinversion of Unactivated Alcohols by Tethered Sulfonamides
Author(s)
Paul T. Marcyk; Latisha R. Jefferies; Deyaa I. AbuSalim; Maren Pink; Mu-Hyun Baik; Silas P. Cook
Publication Date
2019-02
Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.58, no.6, pp.1727 - 1731
Publisher
WILEY-V C H VERLAG GMBH
Abstract
The direct, catalytic substitution of unactivated alcohols remains an undeveloped area of organic synthesis. Moreover, catalytic activation of this difficult electrophile with predictable stereo-outcomes presents an even more formidable challenge. Described herein is a simple iron-based catalyst system which provides the mild, direct conversion of secondary and tertiary alcohols to sulfonamides. Starting from enantioenriched alcohols, the intramolecular variant proceeds with stereoinversion to produce enantioenriched 2- and 2,2-subsituted pyrrolidines and indolines, without prior derivatization of the alcohol or solvolytic conditions. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
URI
https://pr.ibs.re.kr/handle/8788114/5707
ISSN
1433-7851
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
Files in This Item:
Marcyk_et_al-2019-Angewandte_Chemie_International_Edition.pdfDownload

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