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Synfacts 2008(2): 0169-0169
DOI: 10.1055/s-2007-992444
DOI: 10.1055/s-2007-992444
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Rhodium-Catalyzed Cycloisomerization of 1,6-Enynes
F. Liu, Q. Liu, M. He, X. Zhang*, A. Lei
Wuhan University, P. R. of China and The Pennsylvania State University, University Park, USA
Further Information
Publication History
Publication Date:
23 January 2008 (online)
Significance
The authors have previously reported the use of their second-generation [Rh(cod)Cl]2-BINAP-AgSbF6 system in cycloisomerization reactions to form lactones, lactams, and tetrahydrofurans (J. Am. Chem. Soc. 2002, 124, 8198). In the present work they report the application of this system to the cycloisomerization of 1,6-enynes to give functionalized cyclopentanes and cyclopentanones in high yields and excellent enantiomeric excesses. Furthermore, only 1,4-dienes were observed as products.