Organic letters

Stereoselective Aldol-Type Cyclization Reaction Mediated by Dibutylboron Triflate/Diisopropylethylamine

S Das, LS Li, SC Sinha

文献索引：Das, Sanjib; Li, Lian-Sheng; Sinha, Subhash C. Organic Letters, 2004 , vol. 6, # 1 p. 123 - 126

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被引用次数: 20

摘要

Dibutylboron triflate/diisopropylethylamine mediated aldol-type cyclization provides an expedient route for the stereoselective synthesis of cyclic ethers in a single step. The method is highly efficient for the stereoselective synthesis of 4-cis-tetrahydropyranones. The reaction is proposed to proceed via an SN1-type mechanism through a chair-like transition state, in which both substituents occupy equatorial positions.