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Organocatalytic Oxidative Functionalizations of Alkynes
Author(s) -
Patil Dilip V.,
Shin Seunghoon
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800632
Subject(s) - umpolung , chemistry , catalysis , organocatalysis , combinatorial chemistry , oxidative phosphorylation , selectivity , brønsted–lowry acid–base theory , amide , desymmetrization , organic chemistry , enantioselective synthesis , nucleophile , biochemistry
Abstract The catalytic oxidation of alkynes has traditionally belonged to the domain of transition metal catalysis. Recently, several promising organocatalytic methods have been developed, leading to selective oxidative transformations of alkynes. For example, ynamides, because of their electron‐rich alkynes, are ideal candidates for Brønsted acid‐catalysis. A closely related keteniminium intermediate could also be accessed via amide activation. A particularly interesting aspect in this regard is a facile access to umpolung enolates, which would enable novel disconnections with complementary selectivity to traditional methods.