ASYMMETRIC-SYNTHESIS OF CARBORANYL AMINO-ACIDS WITH POTENTIAL USE IN BNCT

Citation
S. Sjoberg et al., ASYMMETRIC-SYNTHESIS OF CARBORANYL AMINO-ACIDS WITH POTENTIAL USE IN BNCT, Chemistry, 1(7), 1995, pp. 430-435
Citations number
19
Categorie Soggetti
Chemistry
Journal title
ISSN journal
09476539
Volume
1
Issue
7
Year of publication
1995
Pages
430 - 435
Database
ISI
SICI code
0947-6539(1995)1:7<430:AOCAWP>2.0.ZU;2-P
Abstract
Two alpha-amino acids containing the 1,2-dicarba-closo-dodecaborane (1 2) cage, namely, 5-(1,2-dicarba-closo-dodecaboran (12)-1-yl)-2-aminope ntanoic acid (1) and 5-(2-methyl-1 (2-dicarba-closo-dodecaboran (12)-1 -yl)-2-aminopentanoic acid (2), were prepared by asymmetric synthesis (e.p.>98%) by using the chiral glycine equivalent, imidazolidinone 3, introduced by Seebach. and Oppolzer's camphor-derived sultam derivativ e 4. The dextrorotatory enantiomers (sodium D line in methanol) of the amino acids 1 and 2 were both shown to have (S) configuration.