Phospholane-Phosphite Ligands for Rh Catalyzed Enantioselective Conjugate Addition: Unusually Reactive Catalysts for Challenging Couplings

Phospholane-Phosphite Ligands for Rh Catalyzed Enantioselective Conjugate Addition: Unusually Reactive Catalysts for Challenging Couplings
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DOI:
10.1002/ejoc.202000336
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发表时间:
2020-05
影响因子:
2.8
通讯作者:
Sophie H. Gilbert;J. Fuentes;D. Cordes;A. Slawin;M. Clarke
Sophie H. Gilbert;J. Fuentes;D. Cordes;A. Slawin;M. Clarke
中科院分区:
化学3区
文献类型:
--
作者:
Sophie H. Gilbert;J. Fuentes;D. Cordes;A. Slawin;M. Clarke

文献摘要

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在对映选择性共轭加成反应中,使用磷戊烷-亚磷酸配体衍生的Rh催化剂比经典的Rh/BINAP体系更有效率。这些催化剂能够在不对称芳基化反应中使用较少的芳基硼酸,而不对称芳基化反应需要不切实际的过量亲核试剂。该催化剂还能在常温或近温度下使活性较差的Michael受体N-CBZ-2-3-脱氢-4-哌酮或活性较差的2-呋喃基硼酸发生偶联反应。
The use of Rh catalysts derived from a phospholane‐phosphite ligand were found to be more productive than the classic rhodium/BINAP system in enantioselective conjugate additions. These catalysts enable the use of lower amounts of aryl boronic acid in an asymmetric arylation reaction that required an impractical excess of nucleophile. This catalyst was also found to enable the coupling of a poorly reactive Michael acceptor,N‐CBz‐2‐3‐dehydro‐4‐piperidone, or the coupling of poorly reactive 2‐furyl boronic acids at ambient or near temperatures.