Literature DB >> 22434659

Asymmetric Michael addition of N-boc-protected oxindoles to nitroalkenes catalyzed by a chiral secondary amine.

Chuan Wang1, Xuena Yang, Dieter Enders.   

Abstract

New mission for prolinol ethers: A secondary-amine-catalyzed Michael addition of N-Boc-protected oxindoles to nitroalkenes through a Brønsted base activation mode has been developed, furnishing the products in excellent yields (88-98 %), diastereoselectivities (d.r.=98:2->99:1) and high to excellent enantioselectivities (82->99 % ee; see scheme).
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID: 22434659     DOI: 10.1002/chem.201200079

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  3 in total

1.  Organocatalytic asymmetric Michael addition of unprotected 3-substituted oxindoles to 1,4-naphthoquinone.

Authors:  Jin-Sheng Yu; Feng Zhou; Yun-Lin Liu; Jian Zhou
Journal:  Beilstein J Org Chem       Date:  2012-08-23       Impact factor: 2.883

2.  Enantioselective Michael addition of 3-aryl-substituted oxindoles to methyl vinyl ketone catalyzed by a binaphthyl-modified bifunctional organocatalyst.

Authors:  Hyun Joo Lee; Saet Byeol Woo; Dae Young Kim
Journal:  Molecules       Date:  2012-06-18       Impact factor: 4.411

3.  Asymmetric domino synthesis of indanes bearing four contiguous stereocentres catalyzed by sub-mol% loadings of a squaramide in minutes.

Authors:  Charles C J Loh; Daniel Hack; Dieter Enders
Journal:  Chem Commun (Camb)       Date:  2013-11-11       Impact factor: 6.222

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.