SYNTHESIS OF CONFORMATIONALLY CONSTRAINED PHENYLALANINE ANALOGS VIA 7-ENDO, 8-ENDO AND 9-ENDO HECK CYCLIZATIONS

Authors
GIBSON SE GUILLO N MIDDLETON RJ THUILLIEZ A TOZER MJ
Citation
Se. Gibson et al., SYNTHESIS OF CONFORMATIONALLY CONSTRAINED PHENYLALANINE ANALOGS VIA 7-ENDO, 8-ENDO AND 9-ENDO HECK CYCLIZATIONS, Journal of the Chemical Society. Perkin transactions. I, (4), 1997, pp. 447-455
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
4
Year of publication
1997
Pages
447 - 455
Database
ISI
SICI code
0300-922X(1997):4<447:SOCCPA>2.0.ZU;2-X
Abstract
The novel conformationally constrained phenylalanine analogues 2,3,4,5 -tetrahydro-1N-3-benzazepine-2-carboxylic acid (Sic) 1,1,2,3,4,5,6-hex ahydro-3-benzazocine-2-carboxylic acid (Hic) 2 and ,3,4,5,6,7-hexahydr o-1N-3-benzazonine-2-carboxylic acid (Nic) 3 have been synthesised fro m commercially available 2-iodobenzyl alcohol in 20, 18 and 22% overal l yield respectively via 7-, 8 and 9-endo Heck cyclisations.