Organocatalytic Enantioselective Continuous-Flow Cyclopropanation

被引:50
|
作者
Llanes, Patricia [1 ]
Rodriguez-Escrich, Carles [1 ]
Sayalero, Sonia [1 ]
Pericas, Miquel A. [1 ,2 ]
机构
[1] Barcelona Inst Sci & Technol, Inst Chem Res Catalonia ICIQ, Ave Paisos Catalans,16, Tarragona 43007, Spain
[2] Univ Barcelona, Dept Quim Inorgan & Organ, E-08028 Barcelona, Spain
关键词
SUPPORTED CHIRAL ORGANOCATALYSTS; DIPHENYLPROLINOL SILYL ETHERS; ASYMMETRIC MICHAEL ADDITION; ALPHA-AMINO-ACIDS; ALPHA; BETA-UNSATURATED ALDEHYDES; EFFICIENT ORGANOCATALYSTS; ALKYLATION REACTIONS; NATURAL OCCURRENCE; ORGANIC-SYNTHESIS; CATALYST;
D O I
10.1021/acs.orglett.6b03156
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A set of six solid-supported diarylprolinol catalysts (varying on the anchoring strategy and the type of polymeric support) has been prepared and applied to the enantioselective cyclopropanation reaction. The selected candidate allows implementation of a long flow experiment (48 h) and generates a library of 12 cyclopropanes by sequential flow experiments. The mildness and utility of the method have enabled a telescoped process in which the outstream is directly used in a Wittig flow reaction.
引用
收藏
页码:6292 / 6295
页数:4
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