POLYCYCLIC CHROMANS VIA NOVEL TRICYCLIC-2-PHENYL-4H-1,3,2-BENZODIOXABORINS

Authors
BISSADA S LAU CK BERNSTEIN MA DUFRESNE C
Citation
S. Bissada et al., POLYCYCLIC CHROMANS VIA NOVEL TRICYCLIC-2-PHENYL-4H-1,3,2-BENZODIOXABORINS, Tetrahedron letters, 35(22), 1994, pp. 3691-3694
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
22
Year of publication
1994
Pages
3691 - 3694
Database
ISI
SICI code
0040-4039(1994)35:22<3691:PCVNT>2.0.ZU;2-W
Abstract
This paper describes a straightforward synthesis of complex polycyclic chromans. They are prepared from novel tricyclic-2-phenyl-4H-1,3,2-be nzodioxaborins via a bicyclic orthoquinone-methide intermediate genera ted in situ under thermolysis or Lewis acid condition. The dioxaborins react with various allyl trimethylsilanes or with ethyl vinyl ether t o give polycyclic chromans after acid cyclization or directly.