Sanjib Das, Lian-Sheng Li, S. Sinha
Jan 8, 2004
Citations
0
Influential Citations
16
Citations
Journal
Organic letters
Abstract
[reaction: see text] 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 S(N)1-type mechanism through a chair-like transition state, in which both substituents occupy equatorial positions.