Doubly Stereocontrolled Asymmetric Aza-Henry Reaction with in situ Generation of N-Boc-Imines Catalyzed by Novel Rosin-Derived Amine Thiourea Catalysts
摘要:
The doubly stereocontrolled organocatalytic aza-Henry reaction of nitroalkanes to N -Boc-imines generated in situ from a variety of substituted -amido sulfones was investigated for the first time, in general, affording the corresponding products with high to excellent yields (up to 93% yield) and enantioselectivities (up to 98% ee ), and satisfactory diastereoselectivies ( anti / syn up to 98:2). Furthermore, these organocatalysts based on rosin have been proved to be the very effective promoters for this catalytic asymmetric process along side the Cinchona alkaloid-derived catalysts.
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DOI:
10.1002/adsc.200900413
被引量:
年份:
2010
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