Diastereoselective synthesis of substituted 2-phenyltetrahydropyrans as useful precursors of aryl c-Glycosides via selenoetherification

摘要

The clization of several substituted 5-phenyl-pent-4-en-1-ols with selenium electrophiles along some mechanistic considertions is diecussed.In particular,an efficient diastereoselective systhesis of a 2,3,5,6-tetrasubstitued tetrrahydropyran is reported.These findings open an interesting approach:the use of chira selenium electrophiles for cyclization of chiral substrates.The cyclized products are useful starting material for the synthsis of D- or L-aryl C-glycosides.