The Journal of organic chemistry

Nonenzymatic acylative kinetic resolution of Baylis-Hillman adducts

C Ó Dálaigh, SJ Connon

文献索引：O Dalaigh, Ciaran; Connon, Stephen J. Journal of Organic Chemistry, 2007 , vol. 72, # 18 p. 7066 - 7069

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被引用次数: 38

摘要

The first efficient nonenzymatic acylative kinetic resolution of Baylis-Hillman adducts is reported. Chiral pyridine catalyst 1a and an optimized analogue 1e are capable of promoting the synthetically useful enantioselective acylation (the efficiency of which is outstanding for sp2-sp2 carbinol substrates, s= 3.5-13.1, ee up to 97%) of Baylis-Hillman adducts derived from recalcitrant precursors which are currently difficult to synthesize ...