CIS-FUSED DI-TETRAHYDROPYRANS AND TRI-TETRAHYDROPYRANS BY INTRAMOLECULAR ALLYLBORATION REACTIONS

Authors
HOFFMANN RW MUNSTER I
Citation
Rw. Hoffmann et I. Munster, CIS-FUSED DI-TETRAHYDROPYRANS AND TRI-TETRAHYDROPYRANS BY INTRAMOLECULAR ALLYLBORATION REACTIONS, Tetrahedron letters, 36(9), 1995, pp. 1431-1434
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
9
Year of publication
1995
Pages
1431 - 1434
Database
ISI
SICI code
0040-4039(1995)36:9<1431:CDATBI>2.0.ZU;2-S
Abstract
A one pot procedure is described, in which omega-oxo-gamma-alkoxyallyl boronates 8 are generated from omega-allyloxy-aldehydes 9 and cyclized to cis-disubstituted vinyltetrahydropyranols 4. Repetition of this pr ocedure on the allyloxyaldehyde 11 led to the cis-syn-cis-di-tetrahydr opyranol 12, and on to the cis-syn-cis-syn-tri-tetrahydropyranol 15.