Alkylation of vinyl sulfones as a route to 2-alkylidene tetrahydrofurans

Tetrahedron Letters

Volumn 40, Issue 20, 1999, Pages 3933-3934

  Edwards, Gavin L ^a   Sinclair, David J ^a  

^a UNIVERSITY OF NEW SOUTH WALES   (Australia)

Author keywords

Alkylation; Lithiation; Regioselection; Sulfones

Indexed keywords

SULFONE DERIVATIVE; TETRAHYDROFURAN DERIVATIVE; VINYL DERIVATIVE;

ALKYLATION; ARTICLE; CHEMICAL STRUCTURE; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0033553365     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00573-0     Document Type: Article

References (11)

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2. 2. Eliot, M.C., Contemp. Org. Synth., 1997, 4, 238; Boivin, T.L.B., Tetrahedron, 1987, 43, 3309.
3. 2. Eliot, M.C., Contemp. Org. Synth., 1997, 4, 238; Boivin, T.L.B., Tetrahedron, 1987, 43, 3309.
4. 3. Edwards, G.L., Muldoon, C.A., and Sinclair, D.J., Tetrahedron, 1996, 52, 7779.
5. 4. Short, K.M. and Ziegler, C.B., Jr., Tetrahedron Lett., 1995, 36, 355.
6. 5. Edwards, G.L., Sinclair, D.J., and Wasiowych, C.D., Synlett, 1997, 1285.
7. 6. Mussatto, M.C., Savoia, D., Trombini, C., and Umani-Ronchi, A., J. Chem. Soc., Perkin Trans. 1, 1980, 260.
8. 7. Dai, W.-M. and Lee, M.Y.H., Tetrahedron, 1998, 54, 12497.
9. 8. Eisch, J.J. and Galle, J.E., J. Org. Chem., 1979, 44, 3279.
10. +, 6%).
11. 5 that alkylation of the lithio derivative of allyl sulfone (3) with isopropyl bromide gave the α-monoalkylated compound in 60% yield.