Palladium catalysed tandem cyclisation-anion capture. Part 6: Synthesis ofsugar, nucleoside, purine, benzodiazepinone and beta-lactam analogues via capture of in situ generated vinylstannanes

Authors
Casaschi, A Grigg, R Sansano, JM
Citation
A. Casaschi et al., Palladium catalysed tandem cyclisation-anion capture. Part 6: Synthesis ofsugar, nucleoside, purine, benzodiazepinone and beta-lactam analogues via capture of in situ generated vinylstannanes, TETRAHEDRON, 56(38), 2000, pp. 7553-7560
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
38
Year of publication
2000
Pages
7553 - 7560
Database
ISI
SICI code
0040-4020(20000915)56:38<7553:PCTCCP>2.0.ZU;2-O
Abstract
The regioselective palladium catalysed hydrostannylation of alkynes bearing a beta-heteroatom affords mainly alpha-vinyltin(IV) compounds that are use d as terminating species in palladium catalysed cyclisation-anion capture p rocesses. The pharmacophore attached to the alkyne moiety permits the synth esis of sugars, nucleosides, purines, benzodiazepinones and beta-lactams an alogues in good yields. (C) 2000 Elsevier Science Ltd. All rights reserved.