Title of article
A new reaction of diazomethane with norbornyl α-diketones
Author/Authors
Khan، نويسنده , , Faiz Ahmed and Satapathy، نويسنده , , Rashmirekha and Sudheer، نويسنده , , Ch. and Rao، نويسنده , , Ch. Nageswara، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2005
Pages
4
From page
7193
To page
7196
Abstract
A new reaction of diazomethane with norbornyl α-diketones in MeOH as solvent leading regioselectively to ketals is described. The mechanistic details of this intriguing reaction were investigated employing d4-MeOH, EtOH and d6-EtOH. The surprising observation of complete deuterium incorporation in the diazomethane-derived methoxy group was accounted for by sequential deuterium exchange between the initially formed hemiketal d4-18 and diazomethane in the presence of d4-MeOH as solvent.
Keywords
Oxiranes , Diazomethane , ?-diketones , Ketal , regioselectivity
Journal title
Tetrahedron Letters
Serial Year
2005
Journal title
Tetrahedron Letters
Record number
1846932
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