Highly Diastereo- and Enantioselective CuH-Catalyzed Synthesis of 2,3-Disubstituted Indolines

A diastereo- and enantioselective CuH-catalyzed method for the preparation of highly functionalized indolines is reported. The mild reaction conditions and high degree of functional group compatibility as demonstrated with substrates bearing heterocycles, olefins, and substituted aromatic groups, re...

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Main Authors: Ascic, Erhad, Buchwald, Stephen Leffler
Other Authors: Massachusetts Institute of Technology. Department of Chemistry
Format: Article
Language:en_US
Published: American Chemical Society (ACS) 2017
Online Access:http://hdl.handle.net/1721.1/110473
https://orcid.org/0000-0003-3875-4775
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author Ascic, Erhad
Buchwald, Stephen Leffler
author2 Massachusetts Institute of Technology. Department of Chemistry
author_facet Massachusetts Institute of Technology. Department of Chemistry
Ascic, Erhad
Buchwald, Stephen Leffler
author_sort Ascic, Erhad
collection MIT
description A diastereo- and enantioselective CuH-catalyzed method for the preparation of highly functionalized indolines is reported. The mild reaction conditions and high degree of functional group compatibility as demonstrated with substrates bearing heterocycles, olefins, and substituted aromatic groups, renders this technique highly valuable for the synthesis of a variety of cis-2,3-disubstituted indolines in high yield and enantioeselectivity.
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spelling mit-1721.1/1104732022-09-26T11:15:06Z Highly Diastereo- and Enantioselective CuH-Catalyzed Synthesis of 2,3-Disubstituted Indolines Ascic, Erhad Buchwald, Stephen Leffler Massachusetts Institute of Technology. Department of Chemistry Ascic, Erhad Buchwald, Stephen Leffler A diastereo- and enantioselective CuH-catalyzed method for the preparation of highly functionalized indolines is reported. The mild reaction conditions and high degree of functional group compatibility as demonstrated with substrates bearing heterocycles, olefins, and substituted aromatic groups, renders this technique highly valuable for the synthesis of a variety of cis-2,3-disubstituted indolines in high yield and enantioeselectivity. National Institutes of Health (U.S.) (Award GM46059) Danish Council for Independent Research (Postdoctoral Fellowship) 2017-07-05T18:40:21Z 2017-07-05T18:40:21Z 2015-03 2015-03 Article http://purl.org/eprint/type/JournalArticle 0002-7863 1520-5126 http://hdl.handle.net/1721.1/110473 Ascic, Erhad, and Stephen L. Buchwald. “Highly Diastereo- and Enantioselective CuH-Catalyzed Synthesis of 2,3-Disubstituted Indolines.” Journal of the American Chemical Society 137.14 (2015): 4666–4669. © 2015 American Chemical Society https://orcid.org/0000-0003-3875-4775 en_US http://dx.doi.org/10.1021/jacs.5b02316 Journal of the American Chemical Society Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. application/pdf American Chemical Society (ACS) ACS
spellingShingle Ascic, Erhad
Buchwald, Stephen Leffler
Highly Diastereo- and Enantioselective CuH-Catalyzed Synthesis of 2,3-Disubstituted Indolines
title Highly Diastereo- and Enantioselective CuH-Catalyzed Synthesis of 2,3-Disubstituted Indolines
title_full Highly Diastereo- and Enantioselective CuH-Catalyzed Synthesis of 2,3-Disubstituted Indolines
title_fullStr Highly Diastereo- and Enantioselective CuH-Catalyzed Synthesis of 2,3-Disubstituted Indolines
title_full_unstemmed Highly Diastereo- and Enantioselective CuH-Catalyzed Synthesis of 2,3-Disubstituted Indolines
title_short Highly Diastereo- and Enantioselective CuH-Catalyzed Synthesis of 2,3-Disubstituted Indolines
title_sort highly diastereo and enantioselective cuh catalyzed synthesis of 2 3 disubstituted indolines
url http://hdl.handle.net/1721.1/110473
https://orcid.org/0000-0003-3875-4775
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AT buchwaldstephenleffler highlydiastereoandenantioselectivecuhcatalyzedsynthesisof23disubstitutedindolines