Dynamic kinetic resolution of azlactones catalyzed by chiral Brønsted acids

Organic Letters

Volumn 13, Issue 3, 2011, Pages 356-358

  Lu, Guojian ^a   Birman, Vladimir B ^a  

^a WASHINGTON UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 79851477030     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol102736t     Document Type: Article

References (25)

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6. (f) Terada, M. Synthesis 2010, 1929.
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17. Activation of the azlactone carbonyl via double hydrogen bonding has been utilized in the bifunctional catalyst design (ref 5d and e).
18. Calculated value available through SciFinder.
19. It is noteworthy that the 3, 5-dimethoxyphenyl group also proved to be optimal in a recent study of an enantioselective aldol-like reaction of azlactones catalyzed by BINOL-phosphoric acids: Terada, M.; Tanaka, H.; Sorimachi, K. J. Am. Chem. Soc. 2009, 131, 3430.
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25. See Supporting Information.