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
相关论文
共 50 条
  • [21] RADIOIMMUNOASSAY BY CONTINUOUS-FLOW
    CLEMENTS, JA
    ISRAEL JOURNAL OF MEDICAL SCIENCES, 1977, 13 (04): : 447 - 447
  • [22] Continuous-Flow Macrocyclization
    Godin, Eric
    Morin, Emille
    Collins, Shawn K.
    ALDRICHIMICA ACTA, 2018, 51 (02) : 35 - 46
  • [23] CONTINUOUS-FLOW ELECTROPORATION
    TEISSIE, J
    BIO-TECHNOLOGY, 1988, 6 (05): : 598 - 598
  • [24] CONTINUOUS-FLOW INTERSECTIONS
    GOLDBLATT, R
    MIER, F
    FRIEDMAN, J
    ITE JOURNAL-INSTITUTE OF TRANSPORTATION ENGINEERS, 1994, 64 (07): : 35 - 41
  • [25] Continuous-Flow Catalysis
    Oetvoes, Sandor B.
    CATALYSTS, 2021, 11 (09)
  • [26] CONTINUOUS-FLOW MANUFACTURING
    HILLSON, J
    MICROWAVE JOURNAL, 1994, 37 (10) : 106 - &
  • [27] CONTINUOUS-FLOW INTERSECTIONS
    LEVINSON, HS
    ITE JOURNAL-INSTITUTE OF TRANSPORTATION ENGINEERS, 1995, 65 (11): : 16 - 17
  • [28] CONTINUOUS-FLOW ENTHALPIMETRY
    PRIESTLE.PT
    SEBBORN, WS
    SELMAN, RFW
    ANALYST, 1965, 90 (1075) : 589 - &
  • [29] CONTINUOUS-FLOW DIELECTROPHORESIS
    KIRCHOFF, RH
    HAMDI, A
    JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 1973, 120 (01) : 80 - 82
  • [30] Rapid and Safe Continuous-Flow Simmons-Smith Cyclopropanation using a Zn/Cu Couple Column
    Nova-Fernandez, Jose Luis
    Pascual-Coca, Gustavo
    Cabrera, Silvia
    Aleman, Jose
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (04) : 710 - 716