Title of article
Mild acetal cleavage using B-chlorocatecholborane in the synthesis of rearrangement-sensitive 2-arachidonoylglycerol
Author/Authors
Roche، نويسنده , , Michael J. and Madren، نويسنده , , Seth M. and Tallent، نويسنده , , C. Ray and Carroll، نويسنده , , F. Ivy and Seltzman، نويسنده , , Herbert H.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2012
Pages
3
From page
3825
To page
3827
Abstract
A mild method for the cleavage of an acetal to afford a rearrangement sensitive diol using B-chlorocatecholborane was developed for the synthesis of the endogenous cannabinoid neurochemical messenger 2-arachidonoylglycerol. The tendency for rearrangement of 2-arachidonoylglycerol to the corresponding 1-arachidonoylglycerol was precluded with this reagent. Features of the partial recyclization to an isomeric acetal provide mechanistic detail.
Keywords
Sensitive probe , acetal cleavage , Mild conditions , Mechanism , 2-Arachidonoylglycerol
Journal title
Tetrahedron Letters
Serial Year
2012
Journal title
Tetrahedron Letters
Record number
1881269
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