Rhodium-catalyzed enantioselective hydrogenation of (1-arylvinyl)phosphonates with TADDOL-based phosphoramidite P,S ligands†

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-05-07 DOI:10.1039/d5ob00602c

Vladislav S. Zimarev , Ilya D. Firsin , Alexander V. Larin , Victor A. Tafeenko , Grigoriy N. Bondarenko , Ilya V. Chuchelkin , Vladislav K. Gavrilov , Konstantin N. Gavrilov , Nataliya S. Goulioukina , Irina P. Beletskaya

引用次数: 0

Abstract

A series of readily available modular chiral P,S-bidentate TADDOL-based phosphoramidites were evaluated in the Rh(i)-catalyzed hydrogenation of α,β-unsaturated phosphonates. The Rh(i)- catalyst was revealed to be highly effective for a wide variety of diisopropyl (1-arylvinyl)phosphonates, producing the corresponding (1-arylethyl)phosphonates under mild conditions with low catalyst loading (up to 0.2 mol%) and overall excellent enantiocontrol (up to 99% ee).

查看原文本刊更多论文

铑催化（1-芳基乙烯基）膦酸盐与taddol基磷酰胺P，S配体的对映选择性加氢反应。

在Rh(I)催化α，β-不饱和膦酸盐的加氢反应中，对一系列现成的模块化手性P， s -双齿taddol基磷酰胺进行了评价。结果表明，Rh(I)-L3催化剂对多种二异丙基（1-芳基乙烯基）膦酸盐非常有效，在温和的条件下产生相应的（1-芳基乙烯基）膦酸盐，催化剂负载低（可达0.2 mol%），整体对映控制良好（可达99% ee）。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.