A General Asymmetric Formal Synthesis of Aza‐Baylis–Hillman Type Products under Bifunctional Catalysis. Issue 13 (13th 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: 3117
• Page End: 3121
• Publication Date: 2017-12-13
• Subjects: asymmetric synthesis -- Baylis–Hillman reaction -- bifunctional catalysis -- silyl-enol ethers -- thiourea; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201705218
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: A new organocatalytic strategy for the synthesis of enantioenriched aza‐Baylis–Hillman type products via a frustrated vinylogous reaction is presented. This process proceeds under mild conditions with good yields, completed Z / E selectivity and excellent enantioselectivities. Moreover, easy derivatizations of the final products led to important building blocks of organic synthesis such as 1, 3‐aminoalcohols and Lewis base catalysts. Abstract : With frustration to success : A new organocatalytic strategy for the synthesis of enantioenriched aza‐Baylis–Hillman type products via a frustrated vinylogous reaction is presented.