1246760-22-4Relevant academic research and scientific papers
SmI2-induced cyclization of (E)- and (Z)-β-alkoxyvinyl sulfones with aldehydes
Kimura, Tomohiro,Nakata, Tadashi
experimental part, p. 1389 - 1395 (2010/10/21)
SmI2-induced reaction of (E)- and (Z)-β-alkoxyvinyl sulfones onto an aldehyde function afforded 2,6-syn-2,3-trans- and 2,6-syn-2,3-cis-tetrahydropyran-3-ols, respectively, via stereoselective cyclization. This reaction was applied to the synthesis of 2-methyl- tetrahydropyran, corresponding to the N-ring of gymnocin-A, and 2-exo-methylene-tetrahydropyran, a key intermediate for convergent synthesis of polycyclic ethers based on the Suzuki-Miyaura reaction.
