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在天然产物合成中催化对映选择性烯烃复分解反应。手性金属基配合物提供高对映选择性和更多。

Catalytic enantioselective olefin metathesis in natural product synthesis. Chiral metal-based complexes that deliver high enantioselectivity and more.

机构信息

Department of Chemistry, Boston College, Chestnut Hill, MA 02467, USA.

出版信息

Angew Chem Int Ed Engl. 2010;49(1):34-44. doi: 10.1002/anie.200904491.

Abstract

Chiral olefin metathesis catalysts enable chemists to access enantiomerically enriched small molecules with high efficiency; synthesis schemes involving such complexes can be substantially more concise than those that would involve enantiomerically pure substrates and achiral Mo alkylidenes or Ru-based carbenes. The scope of research towards design and development of chiral catalysts is not limited to discovery of complexes that are merely the chiral versions of the related achiral variants. A chiral olefin metathesis catalyst, in addition to furnishing products of high enantiomeric purity, can offer levels of efficiency, product selectivity and/or olefin stereoselectivity that are unavailable through the achiral variants. Such positive attributes of chiral catalysts (whether utilized in racemic or enantiomerically enriched form) should be considered as general, applicable to other classes of transformations.

摘要

手性烯烃复分解催化剂使化学家能够高效率地获得对映体富集的小分子;涉及此类配合物的合成方案比涉及对映体纯底物和非手性 Mo 亚烷基或 Ru 基卡宾的合成方案要简洁得多。对手性催化剂的设计和开发的研究范围不仅限于发现仅仅是相关非手性变体的手性版本的配合物。手性烯烃复分解催化剂除了提供高对映体纯度的产物外,还可以提供无法通过非手性变体获得的效率、产物选择性和/或烯烃立体选择性。手性催化剂的这些积极属性(无论是以外消旋体还是对映体富集形式使用)都应被视为普遍的,适用于其他类别的转化。

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