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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 1
171
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Original Articles

Regioselective Synthesis of 2,2-Dimethylcyclopentanone Using 2-Pyrrolidone Magnesium Salt as Electrogenerated Base.

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Pages 93-98 | Received 16 Jun 1997, Published online: 20 Aug 2006
 

Abstract

An efficient, direct and regioselective preparation of 2,2-dimethylcyclopentanone, via its enolate precursor regioselectively obtained using the 2-pyrrolidone magnesium salt, a base electrogenerated in DME/HMPA, is reported.

Notes

GC/MS analyses were carried out with a HP 5890 chromatograph (25 m CP-Sil capillary WCOTT Crompack column) and a VG Micromass 16F spectrometer. MS for 1: 112 (M+), 56 (100%), 42; for 3: 112 (55, M+), 97 (17), 69 (73), 56 (45) 55 (43), 42 (100%); for 4: 112 (14, M+), 97 (7), 69 (71), 55 (34), 42 (100%); for 5: 126 (M+), 69, 56 (100%), 41, in complete accordance with the NIST/EPA/NIH mass spectral database.

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