Title of article
Diastereoselective reductive aldol reactions of Boc-protected electron deficient pyrroles
Author/Authors
Donohoe، نويسنده , , Timothy J. and House، نويسنده , , David، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2003
Pages
4
From page
1095
To page
1098
Abstract
An anti-selective reductive aldol reaction of a Boc-protected, 2-substituted pyrrole is reported. Reduction with LiDBB generates an exocyclic lithium enolate, but optimal stereoselectivity is obtained by transmetallation to magnesium with MgBr2·OEt2. The corresponding syn-aldols can easily be obtained (protected as carbamates) by subsequent inversion.
Keywords
chelation , Lewis acids , LiDBB , Partial reduction , aldol reaction
Journal title
Tetrahedron Letters
Serial Year
2003
Journal title
Tetrahedron Letters
Record number
1660458
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