PDF herunterladen
Synfacts 2013; 9(1): 0076
DOI: 10.1055/s-0032-1317844
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Zink-Catalyzed Synthesis of Coumarin Derivatives by Asymmetric Michael Reaction

Rezensent(en):
Hisashi Yamamoto
,
Lan Luo
Ray SK, Singh PK, Molleti N, Singh VK * Indian Institute of Technology Kanpur and Indian Institute of Science Education and Research Bhopal, India
Enantioselective Synthesis of Coumarin Derivatives by PYBOX–DIPH–Zn(II) Complex Catalyzed Michael Reaction.

J. Org. Chem. 2012;
77: 8802-8808
CrossrefGoogle Scholar
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
17. Dezember 2012 (online)

 
 als PDF herunterladen Lizenzen und Reprints

Key words

zinc - asymmetric Michael addition - coumarin derivatives

Significance

Coumarin derivatives are a broad class of biological interesting molecules. The zinc-catalyzed system presented provides an efficient access to the direct precursors of such compounds with excellent yield (up to 99%) and enantioselectivity (up to 97%).


#

Comment

The authors report a PYBOX–DIPH–Zn(II) catalyzed asymmetric Michael reaction and its successful application in the synthesis of coumarin derivatives. This method can tolerate a wide range of cyclic 1,3-dicarbonyl compounds. The resulting products can be easily converted into bioactive molecules such as warfarin and acenocoumarol without loss of enantiopurity.


#
#


   Lizenzen und Reprints