A Highly Stereoselective Hydrogen-Bond-Mediated Michael–Michael Cascade Process through Dynamic Kinetic Resolution†
Jian Wang Dr.
Department of Chemistry & Chemical Biology, University of New Mexico, MSC03 2060, Albuquerque, NM 87131-0001, USA, Fax: (+1) 505-277-2609
Search for more papers by this authorHexin Xie
Department of Chemistry & Chemical Biology, University of New Mexico, MSC03 2060, Albuquerque, NM 87131-0001, USA, Fax: (+1) 505-277-2609
Search for more papers by this authorHao Li Dr.
Department of Chemistry & Chemical Biology, University of New Mexico, MSC03 2060, Albuquerque, NM 87131-0001, USA, Fax: (+1) 505-277-2609
Search for more papers by this authorLiansuo Zu
Department of Chemistry & Chemical Biology, University of New Mexico, MSC03 2060, Albuquerque, NM 87131-0001, USA, Fax: (+1) 505-277-2609
Search for more papers by this authorWei Wang Prof. Dr.
Department of Chemistry & Chemical Biology, University of New Mexico, MSC03 2060, Albuquerque, NM 87131-0001, USA, Fax: (+1) 505-277-2609
Search for more papers by this authorJian Wang Dr.
Department of Chemistry & Chemical Biology, University of New Mexico, MSC03 2060, Albuquerque, NM 87131-0001, USA, Fax: (+1) 505-277-2609
Search for more papers by this authorHexin Xie
Department of Chemistry & Chemical Biology, University of New Mexico, MSC03 2060, Albuquerque, NM 87131-0001, USA, Fax: (+1) 505-277-2609
Search for more papers by this authorHao Li Dr.
Department of Chemistry & Chemical Biology, University of New Mexico, MSC03 2060, Albuquerque, NM 87131-0001, USA, Fax: (+1) 505-277-2609
Search for more papers by this authorLiansuo Zu
Department of Chemistry & Chemical Biology, University of New Mexico, MSC03 2060, Albuquerque, NM 87131-0001, USA, Fax: (+1) 505-277-2609
Search for more papers by this authorWei Wang Prof. Dr.
Department of Chemistry & Chemical Biology, University of New Mexico, MSC03 2060, Albuquerque, NM 87131-0001, USA, Fax: (+1) 505-277-2609
Search for more papers by this authorFinancial support of this research was provided by the NSF (CHE-0704015) and the ACS Petroleum Research Fund.
Graphical Abstract
Oh Mickey, you're so fine: The title reaction, which is efficiently catalyzed by a cinchona alkaloid thioure affords direct access to thiochromanes in high efficiency. The reaction features a new activation mode of organocatalytic dynamic kinetic resolution involving a Michael–retro-Michael–Michael–Michael cascade.
Supporting Information
Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z800381_s.pdf or from the author.
Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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