Literature DB >> 30212204

Enantioselective Synthesis of Trifluoromethyl α,β-Unsaturated δ-Lactones via Vinylogous Aldol-Lactonization Cascade.

Simone Crotti1, Nicola Di Iorio1, Andrea Mazzanti1, Paolo Righi1, Giorgio Bencivenni1.   

Abstract

The novel vinylogous aldol-lactonization cascade of alkylidene oxindole with trifluoromethyl ketones is presented. The reaction, catalyzed by a bifunctional tertiary amine, provides an efficient application of the vinylogous reactivity of alkylidene oxindoles for the preparation of enantioenriched trifluoromethylated α,β-unsaturated δ-lactones.

Entities:  

Year:  2018        PMID: 30212204     DOI: 10.1021/acs.joc.8b01672

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Asymmetric vinylogous aldol addition of alkylidene oxindoles on trifluoromethyl-α,β-unsaturated ketones.

Authors:  Simone Crotti; Giada Belletti; Nicola Di Iorio; Emanuela Marotta; Andrea Mazzanti; Paolo Righi; Giorgio Bencivenni
Journal:  RSC Adv       Date:  2018-09-28       Impact factor: 4.036

2.  Catalytic Diastereo- and Enantioselective Synthesis of Tertiary Trifluoromethyl Carbinols through a Vinylogous Aldol Reaction of Alkylidenepyrazolones with Trifluoromethyl Ketones.

Authors:  Laura Carceller-Ferrer; Aleix González Del Campo; Carlos Vila; Gonzalo Blay; M Carmen Muñoz; José R Pedro
Journal:  J Org Chem       Date:  2022-03-16       Impact factor: 4.354

  2 in total

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