Vinyl imidates in cycloaddition reactions: A formal synthesis of (+/-)-reserpine

Citation
Sm. Sparks et Kj. Shea, Vinyl imidates in cycloaddition reactions: A formal synthesis of (+/-)-reserpine, ORG LETT, 3(15), 2001, pp. 2265-2267
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
15
Year of publication
2001
Pages
2265 - 2267
Database
ISI
SICI code
1523-7060(20010726)3:15<2265:VIICRA>2.0.ZU;2-M
Abstract
[GRAPHICS] The intramolecular Diets-Alder reaction of N-acylvinylimidates provides an efficient entry into cis-fused perhydroisoquinoline ring systems. This is d emonstrated by the preparation of isoquinoline 2, an intermediate, which ha s been previously transformed to reserpine.