Diastereoselective Synthesis of Indolindiones by Formal [5+1] Double Michael Cycloaddition to 4‐Cinnamoylpyrrolediones. Issue 12 (11th March 2015)

• Record Type: Journal Article
• Authors: Silaichev, Pavel S.; Filimonov, Valeriy O.; Slepukhin, Pavel A.; Rubin, Michael; Maslivets, Andrey N.
• Is Part Of: European journal of organic chemistry. Issue 12(2015)
• Page Start: 2739
• Page End: 2744
• Publication Date: 2015-03-11
• Subjects: Synthetic methods -- Michael addition -- Cycloaddition -- Diastereoselectivity -- Nitrogen heterocycles -- Lactams; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201500141
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: An efficient [5+1] double Michael cycloaddition of enolates to 4‐cinnamoylpyrrole‐2, 3‐diones was investigated; the reaction allows for the highly diastereoselective assembly of indoline scaffolds with up to three contiguous stereogenic centers. Abstract : An efficient [5+1] double Michael cycloaddition (DMCA) of enolates to 4‐cinnamoylpyrrole‐2, 3‐diones is demonstrated; the reaction allows for the highly diastereoselective assembly of indoline scaffolds with up to three contiguous stereogenic centers.