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Synfacts 2008(8): 0836-0836  
DOI: 10.1055/s-2008-1078556
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Pd-Catalyzed Asymmetric Allylic Alkylation of Cycloalkenyl Carbonates

Contributor(s): Hisashi Yamamoto, Cheol Hong Cheon
L. Jin, T. Nemoto, H. Nakamura, Y. Hamada*
Chiba University, Japan
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Publication History

Publication Date:
23 July 2008 (online)

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Significance

This paper demonstrates the Pd-catalyzed asymmetric allylic alkylation of 2-substituted cycloalkenyl carbonates using a chiral diaminophosphine oxide. With this catalyst system, the corresponding products were obtained in excellent yields and high enantioselectivities. Furthermore, the authors described transformations of the reaction adducts to chiral heterobicycles with a quaternary carbon center.