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Catalytic Enantioselective Synthesis of α‐Arylaminocyclobutanones
Author(s) -
Aitken David J.,
Caboni Pierluigi,
Eijsberg Hendrik,
Frongia Angelo,
Guillot Régis,
Ollivier Jean,
Piras Pier Paolo,
Secci Francesco
Publication year - 2014
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.201301021
Subject(s) - enantioselective synthesis , chemistry , amadori rearrangement , enol , tautomer , catalysis , condensation , tandem , organic chemistry , stereochemistry , combinatorial chemistry , biochemistry , glycation , composite material , thermodynamics , physics , receptor , materials science
A catalytic enantioselective synthesis of α‐arylaminocyclobutanones from racemic α‐hydroxycyclobutanone and a selection of N ‐alkylanilines has been established, via a tandem condensation/keto‐enol tautomerization process reminiscent of the Amadori and Heyns rearrangements.