New preparation of. alpha.-methylene-. gamma.-butyrolactones mediated by (iodomethyl) zinc iodide
AR Sidduri, P Knochel
Index: Sidduri; Knochel Journal of the American Chemical Society, 1992 , vol. 114, # 19 p. 7579 - 7581
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Citation Number: 46
Abstract
I 4 ' 5 "Conditions: (a) Et,N-THF; (b) 160 OC,z 3.5 h; 70%; (c) 4 equiv of TBAF-DMF, 75 OC, 4 h; 75%; (d) 1 equiv of TBAF-DMF, 10 equiv of 30% H202, 55 OC, 2 h; 85% (cis-1,2:trans-1,2 = 70:30). ... 17 I ,,,co,Et CI Mez SI-COZEt ... "Conditions: -100 OC; then 1 equiv of acetyl chloride. ... G i M e 2 @H 2 L COzEt C02Et COZEt 19 ia 20 ... "Conditions: (a) 160 OC, 5 h; 80%, 2 isomers (60:40); (b) as in 3 -. "Conditions: (a) 2 equiv of TBAF; DMF, 60 OC, 4 h; ...
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[Sidduri, AchyuthaRao; Rozema, Michael J.; Knochel, Paul Journal of Organic Chemistry, 1993 , vol. 58, # 10 p. 2694 - 2713]