Literature DB >> 30299963

Thiourea-Catalyzed Enantioselective Malonate Addition onto 3-Sulfonyl-3'-indolyl-2-oxindoles: Formal Total Syntheses of (-)-Chimonanthine, (-)-Folicanthine, and (+)-Calycanthine.

K Naresh Babu1, Avishek Roy1, Manvendra Singh1, Alakesh Bisai1.   

Abstract

A general approach to bispyrroloindolines via a key thiourea-catalyzed addition of malonates to 3-sulfonyl-3'-indolyl-2-oxindoles is reported. The enantioselelective process is found to be highly effective (up to 94% ee), where a C-C bond formation leads to the synthesis of a number of 2-oxindoles with an all-carbon quaternary stereocenter.

Entities:  

Year:  2018        PMID: 30299963     DOI: 10.1021/acs.orglett.8b02327

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


  1 in total

Review 1.  Arenesulfonyl indole: new precursor for diversification of C-3 functionalized indoles.

Authors:  Banni Preet Kaur; Jasneet Kaur; Swapandeep Singh Chimni
Journal:  RSC Adv       Date:  2021-01-08       Impact factor: 3.361

  1 in total

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