Substrate-controlled diastereoselectivity switch in catalytic asymmetric direct Mannich reaction of glycine derivatives with imines: from anti- to syn-alpha,beta-diamino acids
摘要：
Back and forth: A diastereoselectivity switch has been devised in the FesulphosâCuI-catalyzed glycine direct Mannich reaction with N-(8-quinolyl)sulfonyl imines by tuning the steric and electronic properties of the glycine component (see scheme). ,β-Diamino acids of syn configuration are produced under high diastereo- and enantiocontrol with glycinate esters derived from electron-deficient benzophenone-type ketimines, in contrast to aldimine-derived pronucleophiles that lead to anti-configured products.
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DOI：
10.1002/chem.200902258
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年份：
2010
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2012
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