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Back Cover Picture: (Adv. Synth. Catal. 5/2014)
Author(s) -
Aitken, D. J.,
Caboni, P,
Eijsberg, H.,
Frongia, A.,
Guillot, R.,
Ollivier, J.,
Piras, P. P.,
Secci, F.
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.201400192
Subject(s) - chemistry , cinchona , tautomer , amadori rearrangement , enol , stereochemistry , cover (algebra) , catalysis , enantioselective synthesis , computational chemistry , organic chemistry , biochemistry , mechanical engineering , engineering , receptor , glycation
The back cover picture , provided by Angelo Frongia, illustrates a metal‐free and conceptually novel catalytic asymmetric synthesis of α‐arylaminocyclobutanones. The process is based on a Cinchona alkaloid‐promoted condensation/keto‐enol tautomerization tandem reaction, reminiscent of the Amadori and Heyns rearrangements, better known in carbohydrate and food chemistry. The reaction and the enantioselectivity can be rationalized in terms of the working model for the mechanism depicted in the cover picture and reported in the communication on pages 941–945 (D. J. Aitken, P. Caboni, H. Eijsberg, A. Frongia, R. Guillot, J. Ollivier, P. P. Piras, F. Secci, Adv. Synth. Catal. 2014, 356, 941945; DOI: 10.1002/adsc.201301021 ).