ASYMMETRIC-SYNTHESIS OF OPTICALLY-ACTIVE DECAHYDROISOQUINOLINES USEFUL IN HIV-1 PROTEASE INHIBITOR SYNTHESIS

Authors
TROVA MP MCGEE KF
Citation
Mp. Trova et Kf. Mcgee, ASYMMETRIC-SYNTHESIS OF OPTICALLY-ACTIVE DECAHYDROISOQUINOLINES USEFUL IN HIV-1 PROTEASE INHIBITOR SYNTHESIS, Tetrahedron, 51(21), 1995, pp. 5951-5954
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
21
Year of publication
1995
Pages
5951 - 5954
Database
ISI
SICI code
0040-4020(1995)51:21<5951:AOODU>2.0.ZU;2-D
Abstract
An efficient synthesis of amino acid ester 8 is described featuring an asymmetric aza-Diels-Alder reaction of diene 5 and chiral imine 6 whi ch establishes the asymmetry at C-3. Hydrogenation of 7 provides 8 wit h the desired asymmetry at C-4a and C-8a.