Synthesis of conformationally constrained phenylalanine analogues via 7-, 8- and 9-endo Heck cyclisations

被引：85

作者：

Gibson, SE ^{[1
]}

Guillo, N ^{[1
]}

Middleton, RJ ^{[1
]}

Thuilliez, A ^{[1
]}

Tozer, MJ ^{[1
]}

机构：

[1] JAMES BLACK FDN,LONDON SE24 9JE,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 04期

关键词：

D O I：

10.1039/a605286j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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-hexahydro-3-benzazocine-2-carboxylic acid (Hic) 2 and 2,3,4,5,6,7-hexahydro-1N-3-benzazonine-2-carboxylic acid (Nic) 3 have been synthesised from commercially available 2-iodobenzyl alcohol in 20, 18 and 22% overall yield respectively via 7-, 8 and 9-endo Heck cyclisations.

引用

页码：447 / 455

页数：9

共 29 条

[1]

BIERAUGEL H, 1977, HETEROCYCLES, V7, P37

[2] THIOCARBONYLS .X. ISOMERIC 2,4,6-TRIS(HALOPHENYL)-1,3,5-THIANES [J].