Literature DB >> 22044048

Catalytic asymmetric construction of spirocyclopentaneoxindoles by a combined Ru-catalyzed cross-metathesis/double Michael addition sequence.

Ying-Mei Li1, Xiang Li, Fang-Zhi Peng, Ze-Qian Li, Shou-Tao Wu, Zhong-Wen Sun, Hong-Bin Zhang, Zhi-Hui Shao.   

Abstract

Biologically important and synthetically challenging spirocyclopentaneoxindoles with four contiguous stereocenters including one spiroquaternary stereocenter have been constructed in good yields (72-87%) with excellent diastereoselectivity (16:1→30:1 dr) and enantioselectivity (93→99% ee) by a combined Ru-catalyzed cross-metathesis/organocatalyzed asymmetric double-Michael addition sequence.

Entities:  

Mesh:

Substances:

Year:  2011        PMID: 22044048     DOI: 10.1021/ol202624f

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 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.  Construction of highly enantioenriched spirocyclopentaneoxindoles containing four consecutive stereocenters via thiourea-catalyzed asymmetric Michael-Henry cascade reactions.

Authors:  Yonglei Du; Jian Li; Kerong Chen; Chenglin Wu; Yu Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2017-07-07       Impact factor: 2.883

  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.