| Asymmetric Binary-Acid Catalysis with InBr(3) in the Inverse-Electron-Demanding Hetero-Diels-Alder Reaction of Mono- and Bis-Substituted Cyclopentadienes: Remote Fluoro-Effect on Stereocontrol. | |
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MedLine Citation:
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PMID: 22170757 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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Remote F effect: Unprecedented hetero-Diels-Alder reactions of mono- and bis-substituted cyclopentadienes have been realized by an asymmetric binary-acid catalyst that synergistically combines a chiral phosphoric acid 1 h/InBr(3) with good periselectivity, high regioselectivity, and excellent stereoselectivity. Substituent mapping of the chiral phosphoric acid indicates a dramatic remote ortho-fluoro effect on the stereocontrol. |
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Authors:
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Jian Lv; Long Zhang; Shenshen Hu; Jin-Pei Cheng; Sanzhong Luo |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2011-12-14 |
Journal Detail:
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Title: Chemistry (Weinheim an der Bergstrasse, Germany) Volume: - ISSN: 1521-3765 ISO Abbreviation: - Publication Date: 2011 Dec |
Date Detail:
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Created Date: 2011-12-15 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9513783 Medline TA: Chemistry Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Copyright Information:
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Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
Affiliation:
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Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, the Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86) 10-62554449. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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