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Synfacts 2008(6): 0597-0597  
DOI: 10.1055/s-2008-1078391
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Indium-Mediated Asymmetric Allylation of N-tert-Butanesulfinyl Imines

Contributor(s): Mark Lautens, Praew Thansandote
X.-W. Sun, M. Liu, M.-H. Xu*, G.-Q. Lin*
Shanghai Institute of Organic Chemistry and Shanghai Institute of Materia Medica, P. R. of China
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Publication History

Publication Date:
21 May 2008 (online)

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Significance

A simple and mild indium-mediated method for asymmetric allylations of N-sulfinyl imines is described. Excellent yields and diastereoselectivities can be achieved with a variety of N-sulfinyl imines with allyl bromide. Extension to the synthesis of d-allylglycine and chiral isoindo­linones is facile.