Inter-and Intramolecular Differentiation of Enantiotopic Dioxane Acetals through Oxazaborolidinone-Mediated Enantioselective Ring-Cleavage Reaction: Kinetic …

…, T Egusa, Y Igarashi, M Kinugasa, A Oku

文献索引：Harada, Toshiro; Egusa, Takayuki; Igarashi, Yasuto; Kinugasa, Motoharu; Oku, Akira Journal of Organic Chemistry, 2002 , vol. 67, # 20 p. 7080 - 7090

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被引用次数: 16

摘要

Acetals derived from racemic 1, 3-alkanediols undergo kinetic resolution in chiral oxazaborolidinone-mediated ring-cleavage reaction with nucleophiles such as enol silanes and allylic silanes. Enantioselectivity of the reaction is affected by nucleophiles, the N- sulfonyl groups of oxazaborolidinones, and the substituents attached to the acetal carbon. For disubstituted acetals rac-1 and for trisubstituted acetal rac-2, derived from syn-2, 4- ...