Organic letters

Highly enantioselective synthesis of rigid, quaternary 1, 4-benzodiazepine-2, 5-diones derived from proline

S MacQuarrie-Hunter, PR Carlier

文献索引：MacQuarrie-Hunter, Stephanie; Carlier, Paul R. Organic Letters, 2005 , vol. 7, # 23 p. 5305 - 5308

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被引用次数: 27

摘要

Proline-derived 1, 4-benzodiazepine-2, 5-diones are extremely useful scaffolds in medicinal chemistry. In this paper, we describe a protocol for retentive C3 alkylation of these materials, thus accomplishing the direct synthesis of enantiopure quaternary 1, 4-benzodiazepine-2, 5- diones. The high enantioselectivities (up to 99.5%) are attributed to memory of chirality.