A new synthetic approach towards N-alkylated 2-epi-valienamines via palladium-catalyzed coupling reaction

Authors
Kok, SHL Shing, TKM
Citation
Shl. Kok et Tkm. Shing, A new synthetic approach towards N-alkylated 2-epi-valienamines via palladium-catalyzed coupling reaction, TETRAHEDR L, 41(35), 2000, pp. 6865-6868
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
35
Year of publication
2000
Pages
6865 - 6868
Database
ISI
SICI code
0040-4039(20000826)41:35<6865:ANSATN>2.0.ZU;2-1
Abstract
Preparation of N-alkylated 2-epi-valienamines was accomplished by the palla dium-catalyzed coupling reaction of the allylic chloride 5 with various ami nes in the presence of trimethylolpropane phosphite (TMPP). The 2-epi-valie namine precursor (i.e, allylic chloride 5) was obtained from the reaction o f diol 2 with Viehe's salt and the diol 2 was readily prepared from (-)-qui nic acid in 10 steps. (C) 2000 Elsevier Science Ltd. All rights reserved.