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铑催化乙烯基硼酸酯的对映选择性氢化反应以构建仲硼酸酯。

Rh-catalyzed enantioselective hydrogenation of vinyl boronates for the construction of secondary boronic esters.

作者信息

Moran Wesley J, Morken James P

机构信息

Department of Chemistry, Venable and Kenan Laboratories, The University of North Carolina at Chapel Hill, 27599-3290, USA.

出版信息

Org Lett. 2006 May 25;8(11):2413-5. doi: 10.1021/ol060735u.

DOI:10.1021/ol060735u
PMID:16706539
Abstract

[reaction: see text] Rh-catalyzed hydrogenation of prochiral vinyl boronates occurs in an enantioselective fashion in the presence of the chiral ligand Walphos 1. This transformation provides access to chiral secondary organoboronates that are not available from alkene hydroboration reactions. The chiral reaction products should be useful in organic synthesis, and preliminary experiments suggest that they may participate in one-pot amination and homologation reactions.

摘要

[反应:见正文] 在手性配体Walphos 1存在下,前手性乙烯基硼酸酯的铑催化氢化以对映选择性方式发生。这种转化提供了获得通过烯烃硼氢化反应无法得到的手性仲有机硼酸酯的途径。手性反应产物在有机合成中应具有实用性,初步实验表明它们可能参与一锅法胺化和同系化反应。

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