Chiral phosphoric acid catalyzed diastereo- and enantioselective 1,4- conjugate addition of β-ketoesters to nitroolefins

Letters in Organic Chemistry

Volumn 7, Issue 3, 2010, Pages 219-225

  Zhang, Hui ^a,b   Cun, Lin Feng ^a   Zhang, Xiao Mei ^a   Yuan, Wei Cheng ^a  

^a CHENGDU INSTITUTE OF ORGANIC CHEMISTRY   (China)

^b UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

ketoesters; Asymmetric catalysis,1,4 conjugate addition; Chiral phosphoric acid; Nitroolefins; Organocatalysis

Indexed keywords

EID: 77951447434     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017810791112360     Document Type: Article

References (68)

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66. In most of the Michael addition reaction of nitroolefins, the general feature of this reaction is Michael donor activated by a base or Lewis acid or Michael acceptor activated by a Lewis acid, but Michael acceptor activated by a protonic acid have never seen before. For reviews on Michael reactions, see: ref. (5).
67. The powdered molecular sieves used in this work must be activated by placing the powder under vacuum and heating with the flame of spirit lamp.
68. r (minor) = 21.56 min, 56% ee.