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
Full Text: HTML
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).
Related Articles:
Cleavage of the THP protecting group under Pd/C-catalyzed hydrogenation conditions
[Kaisalo, Leena; Hase, Tapio Tetrahedron Letters, 2001 , vol. 42, # 43 p. 7699 - 7701]
Parallel synthesis in an EOF-based micro reactor
[Wiles, Charlotte; Watts, Paul Chemical Communications, 2007 , # 46 p. 4928 - 4930]