Chemical and Pharmaceutical Bulletin p. 2075 - 2081 (1995)
Update date:2022-08-04
Topics:
Yamashita
Okuyama
Ohhara
Kawasaki
Sakai
Nakata
Kawabe
Kusumoto
Ohta
The cyclopropane ring in 2-substituted 1,1-cyclopropanedicarboxylates was regioselectively opened by using samarium(II) diiodide (Sml2) in a hexamethylphosphoric triamide (HMPA)-tetrahydrofuran (THF) (1:10) system under mild and neutral conditions to give (2-substituted ethyl)malonates in moderate to good yields. The cyclopropane ring in 2-substituted cyclopropanecarboxylates or 2-substituted 3- (trimethylsilyl)cyclopropanecarboxylates was similarly cleaved regioselectively by using Sml2 in a HMPA-THF (1:1) system to give 4- arylbutyrates or 4-aryl-3-(trimethylsilyl)butyrates in 16-89% yields. The reaction mechanism of these ring-opening reactions is discussed.
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Doi:10.1039/DT9960000525
(1996)Doi:10.1039/j39710000955
(1971)Doi:10.1021/ja953437t
(1996)Doi:10.1016/S0040-4039(00)97245-9
(1990)Doi:10.1016/0040-4039(95)02284-8
(1996)Doi:10.1039/b419284b
(2005)