Sulfinate‐Organocatalyzed (3+2) Annulation of Allenyl Sulfones with 1,1‐Dicyano Olefins in the Presence of a Quaternary Ammonium Phase Transfer Agent | Zendy

Martzel Thomas | Zendy; Lohier JeanFrançois | Zendy; Gaumont AnnieClaude | Zendy; Brière JeanFrançois | Zendy; Perrio Stéphane | Zendy

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Sulfinate‐Organocatalyzed (3+2) Annulation of Allenyl Sulfones with 1,1‐Dicyano Olefins in the Presence of a Quaternary Ammonium Phase Transfer Agent

Author(s) -

Martzel Thomas,

Lohier JeanFrançois,

Gaumont AnnieClaude,

Brière JeanFrançois,

Perrio Stéphane

Publication year - 2018

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201800466

Subject(s) - chemistry , annulation , ammonium , sulfonyl , alkyl , adduct , aryl , phase (matter) , organocatalysis , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis , enantioselective synthesis

The benzenesulfinate‐catalyzed (3+2) annulation between allenyl sulfones and aryl(alkyl)idenemalononitriles has been developed under mild phase transfer conditions, affording a breadth of functionalized sulfonyl cyclopentenes in good to excellent yields (22 examples, 49–99%) and high diastereoselectivities. These adducts were likely generated, via an allylsulfone anion featuring a quaternary ammonium cation.

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