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Front Cover: A General Asymmetric Formal Synthesis of Aza‐Baylis–Hillman Type Products under Bifunctional Catalysis (Chem. Eur. J. 13/2018)
Author(s) -
Frías María,
Carrasco Ana Cristina,
Fraile Alberto,
Alemán José
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201705891
Subject(s) - bifunctional , chemistry , reactivity (psychology) , regioselectivity , thiourea , catalysis , selectivity , silylation , combinatorial chemistry , organic chemistry , medicine , alternative medicine , pathology
The yellow crane on the bottom‐right is only picking up one of the two containers to be sent to transport. Analogously, the bifunctional thiourea of our catalytic system is directing the reactivity, and achieving a new unusual reactivity of the silyl‐dienolethers, changing the regioselectivity from 1.5 to 1.3. In this work, we describe a strategy for the synthesis of enantioenriched aza‐Baylis–Hillman type products. This process proceeds under mild conditions with good yields, Z / E selectivity and excellent enantioselectivities. Moreover, easy derivatizations of the final products led to important building blocks for organic synthesis such as 1,3‐aminoalcohols and Lewis base catalysts. More information can be found in the Communication by J. Alemán et al. on page 3117.