Literature DB >> 30211959

Stereoselective conjugate addition of ketones to alkylidene malonates using thiourea-sulfonamide organocatalyst.

Masahiro Kawada1, Kosuke Nakashima1, Shin-Ichi Hirashima1, Toru Sakagami1, Yuji Koseki1, Tsuyoshi Miura1.   

Abstract

In this study, stereoselective conjugate addition of ketones to alkylidene malonates using organocatalyst has been developed. The reaction in the presence of 20 mol% of a novel thiourea-sulfonamide organocatalyst afforded conjugate adducts in moderate to high yields (up to 81%) under mild reaction conditions. Excellent diastereoselectivity (up to 98:2 dr) and enantioselectivity (up to 88% ee) were achieved.
© 2018 Wiley Periodicals, Inc.

Entities:  

Keywords:  alkylidene malonate; asymmetric conjugate addition; organocatalysis; organocatalyst; thiourea-sulfonamideIntroduction

Year:  2018        PMID: 30211959     DOI: 10.1002/chir.23015

Source DB:  PubMed          Journal:  Chirality        ISSN: 0899-0042            Impact factor:   2.437


  1 in total

1.  Regulated synthesis of Zr-metal-organic frameworks with variable hole size and its influence on the performance of novel MOF-based heterogeneous amino acid-thiourea catalysts.

Authors:  Junfeng Zhu; Xiaorong Meng; Wen Liu; Yabing Qi; Siyi Jin; Shanshan Huo
Journal:  RSC Adv       Date:  2022-08-03       Impact factor: 4.036

  1 in total

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