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Synfacts 2006(7): 0692-0692  
DOI: 10.1055/s-2006-941816
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Direct Catalytic Asymmetric Mannich Reaction via a Dinuclear Zinc Catalyst

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
B. M. Trost*, J. Jaratjaroonphong, V. Reutrakul*
Stanford University, USA and Mahidol University Bankok, Thailand
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Publication History

Publication Date:
22 June 2006 (online)

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Significance

The authors have found that different imine protecting groups provide different dia­stereoselectivity in the direct Mannich reaction. The use of their dinuclear zinc catalyst results in good yields and high selectivities for the condensation of α-hydroxy ketones and imines. The use of enolizable imines was tolerated with various alkyl-substituted imine substrates giving good results.