Acyclic stereoselection. 6. A reagent for achieving high 1, 2-diastereoselection in the aldol conversion of chiral aldehydes into 3-hydroxy-2-methylcarboxylic acids

CH Heathcock, MC Pirrung, CT Buse…

文献索引：Heathcock,C.H. et al. Journal of the American Chemical Society, 1979 , vol. 101, # 23 p. 7077 - 7079

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被引用次数: 69

摘要

In the accompanying communication'we demonstrate the utility of double stereodifferentiation for enhancing the 1, 2 diastereoselectivity (" Cram's rule selectivity") of chiral aldehydes. In order for this strategy to be employed for the synthesis of 6-hydroxy acids and aldehydes, we need a readily available ethyl ketone (1) which possesses several properties. First, the group R* must be large, so that the resulting enolate will show high ...