Doubly diastereoselective conjugate additions of the antipodes of lithium N-benzyl-N-(α-methylbenzyl) amide to enantiopure ε-O-protected α, β-unsaturated esters …

…, EM Foster, JA Lee, PM Roberts, JE Thomson

文献索引：Davies, Stephen G.; Foster, Emma M.; Lee, James A.; Roberts, Paul M.; Thomson, James E. Tetrahedron Asymmetry, 2014 , vol. 25, # 6-7 p. 534 - 546

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被引用次数: 7

摘要

Abstract Enantiopure ε-O-silyloxy-and ε-O-benzyloxy-α, β-unsaturated esters derived from d- ribose, each containing a cis-dioxolane unit, display excellent (⩾ 95: 5 dr) levels of diastereofacial directing ability upon conjugate addition of achiral lithium N-benzyl-N- isopropylamide. In contrast to the corresponding enantiopure ε-O-silyloxy-α, β-unsaturated ester derived from l-tartaric acid, which contains a trans-dioxolane unit, the conjugate ...