Title of article
The acyclic dienamine–indoloacrylate addition route to catharanthine
Author/Authors
Nan Huang، نويسنده , , Tao Jiang، نويسنده , , Tiansheng Wang، نويسنده , , Mustapha Soukri، نويسنده , , Rakesh Ganorkar، نويسنده , , Bruce Deker، نويسنده , , Jean-Michel Leger، نويسنده , , Jose Madalengoitia، نويسنده , , Martin E. Kuehne، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2008
Pages
7
From page
9850
To page
9856
Abstract
Condensation of methyl 3-benzyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole-5-carboxylate (3) with methyl Z-4-formylhex-3-enoate (6) gave cis-fused dimethyl 5-benzyl-4-ethyl-2,4a,5,6,7,12-hexahydro-1H-benzo[2,3]azepino[4,5-b]indole-2,12b-dicarboxylate and its trans-fused diastereomer. Selective reduction of the less hindered ester group with sodium borohydride to an alcohol ester, tosylation, debenzylation, and cyclization gave racemic catharanthine (1).
Keywords
Catharanthine synthesis , Indole alkaloids
Journal title
Tetrahedron
Serial Year
2008
Journal title
Tetrahedron
Record number
1094679
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