ChemInform Abstract: Regioselective Dihydropyran Formation from 4‐Iodo‐2,6‐disubstituted Tetrahydropyran Derivatives Using In(OAc)₃/LiI System as the Promoter.

Abstract

Regioselective Dihydropyran Formation from 4-Iodo-2,6-disubstituted Tetrahydropyran Derivatives Using In(OAc) 3/LiI System as the Promoter. -Starting from 2-substituted homoallyl alcohols and various aldehydes a diastereomeric mixture of 2,6-disubstituted 4-iodotetrahydropyrans is prepared, and the products are further subjected to the regioselective elimination to form dihydropyran derivatives with an ether functionality in position 6. A one-pot two-step version of the reaction sequence is examined. -(CHALOPIN, T.; JEBALI, K.; GAULON-NOURRY, C.; DENES, F.; LEBRETON, J.; MATHE-ALLAINMAT*, M.; Tetrahedron 72 (2016) 2, 318-327, http://dx.