4.8 Article

Direct catalytic asymmetric Mannich-type reaction of β-keto phosphonate using a dinuclear Ni2-Schiff base complex

Journal

ORGANIC LETTERS
Volume 10, Issue 15, Pages 3239-3242

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol800965t

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Direct catalytic asymmetric Mannich-type reactions beta-keto phosphonates are described. A homodinuclear Ni-2-Schiff base complex promoted the reaction at 0 degrees C, giving beta-amino phosphonates in up to 90% yield, 20:1 dr, and 99% ee. Control experiments suggested that two Ni metals are important for achieving high yield and stereoselectivity.

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