Title of article
Ester-enolate Claisen rearrangement of proline-containing α-acyloxy-α-vinylsilane. Synthesis of pyrrolidine-fused glutamate analogs
Author/Authors
Sakaguchi، نويسنده , , Kazuhiko and Yamamoto، نويسنده , , Masahiro and Watanabe، نويسنده , , Yusuke and Ohfune، نويسنده , , Yasufumi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2007
Pages
4
From page
4821
To page
4824
Abstract
The stereoselective syntheses of pyrrolidine-fused aspartate and glutamate analogs, (S)-α-carboxymethyl-proline 3 and (S)-α-2-carboxyethyl-proline 4, using a chirality-transferring ester-enolate Claisen rearrangement of α-vinyl-α-acyloxysilane having a Boc-Pro as an acyloxy group, are described. The stereochemical outcome of the proline ester-derived ester-enolate Claisen rearrangement is also disclosed.
Keywords
Ester-enolate Claisen rearrangement , Z-Enolate , ?-Acyloxysilane , ?-Substituted-proline , chirality transfer , proline , ?-hydroxysilane
Journal title
Tetrahedron Letters
Serial Year
2007
Journal title
Tetrahedron Letters
Record number
1855505
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