Title of article
Enantioselective synthesis of 2-[(3-ethyl-4-piperidyl)methyl]indoles from a phenylglycinol-derived lactam: formal synthesis of Strychnos alkaloids
Author/Authors
Amat، نويسنده , , Mercedes and Llor، نويسنده , , Nْria and Checa، نويسنده , , Begoٌa and Pérez-Cerdل، نويسنده , , Maria J. Bosch، نويسنده , , Joan، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2007
Pages
4
From page
6722
To page
6725
Abstract
A diastereodivergent synthesis of enantiopure cis- and trans-2-[(3-ethyl-4-piperidyl)methyl]indole (cis-1b and trans-1b) from a common phenylglycinol-derived oxazolopiperidone lactam 3 is reported. The key step is a stereocontrolled conjugate addition, either under kinetic or thermodynamic control, of the dilithium salt of 2-(2-indolyl)-1,3-dithiane to unsaturated lactam 3.
Keywords
Phenylglycinol , indoles , Oxazolopiperidone lactams , piperidines , Strychnos alkaloids
Journal title
Tetrahedron Letters
Serial Year
2007
Journal title
Tetrahedron Letters
Record number
1856534
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