Allyl tetrahydropyranyl ether: a versatile alcohol/thiol protecting reagent

B Kumar, MA Aga, D Mukherjee, SS Chimni…

Index: Kumar, Brijesh; Aga, Mushtaq A.; Mukherjee, Debaraj; Chimni, Swapandeep S.; Taneja, Subhash C. Tetrahedron Letters, 2009 , vol. 50, # 46 p. 6236 - 6240

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Citation Number: 8

Abstract

Allyl tetrahydropyranyl ether (ATHPE) can be used as a versatile protecting reagent. In combination with NBS/I2, O-allyl group can easily be replaced by hydroxyls (including tertiary-OH) or thiols, in the molecules comprising other reactive functional groups such as halogen, nitro, acetonide and alkene under mild reaction conditions (near neutral pH and ambient temperature).