Preparation of oxetanes by silicon-directed 4-exo trig electrophilic cyclisations of homoallylic alcohols
M Rofoo, MC Roux, G Rousseau
Index: Rofoo, Mazin; Roux, Marie-Claude; Rousseau, Gerard Tetrahedron Letters, 2001 , vol. 42, # 13 p. 2481 - 2484
Full Text: HTML
Citation Number: 11
Abstract
The reaction of homoallylic alcohols with bis (sym-collidine) bromine (I) hexafluoroantimonate led in good yields to the formation of oxetanes if a silyl group was fixed on the carbon carbon double bond in terminal position. This reaction was stereospecific when no supplementary substituent was present on the double bond.
Related Articles:
Mercury-free preparation and selective reactions of propargyl (and propargylic) Grignard reagents
[Acharya, Hukum P.; Miyoshi, Kei; Kobayashi, Yuichi Organic Letters, 2007 , vol. 9, # 18 p. 3535 - 3538]
[Compain, Philippe; Gore, Jacques; Vatele, Jean-Michel Tetrahedron, 1996 , vol. 52, # 31 p. 10405 - 10416]
Selective mono-and polymethylene homologations of copper reagents using (iodomethyl) zinc iodide
[Sidduri, AchyuthaRao; Rozema, Michael J.; Knochel, Paul Journal of Organic Chemistry, 1993 , vol. 58, # 10 p. 2694 - 2713]