Front Cover: A General Asymmetric Formal Synthesis of Aza‐Baylis–Hillman Type Products under Bifunctional Catalysis (Chem. Eur. J. 13/2018). Issue 13 (22nd December 2017)

• Record Type: Journal Article
• Authors: Frías, María; Carrasco, Ana Cristina; Fraile, Alberto; Alemán, José
• Is Part Of: Chemistry. Volume 24:Issue 13(2018)
• Page Start: 3068
• Page End: 3068
• Publication Date: 2017-12-22
• Subjects: asymmetric synthesis -- Baylis–Hillman reaction -- bifunctional catalysis -- silyl-enol ethers -- thiourea; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201705891
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract : 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. onpage 3117 .