A positional scanning approach to the discovery of dipeptide-based catalysts for the enantioselective addition of vinylzinc reagents to aldehydes

CM Sprout, ML Richmond, CT Seto

文献索引：Sprout, Christopher M.; Richmond, Meaghan L.; Seto, Christopher T. Journal of Organic Chemistry, 2005 , vol. 70, # 18 p. 7408 - 7417

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被引用次数: 25

摘要

A combinatorial library of dipeptide N-acylethylenediamine-based ligands was synthesized by parallel solid-phase methods. These ligands were screened in crude form as catalysts for the asymmetric addition of vinylzinc reagents to aldehydes to give chiral allylic alcohols. Three sites of diversity on the ligands were optimized using a positional scanning approach. The optimized structure from the library, ligand 54, was found to catalyze the formation of ...