VINYLBORANES AS TRANS-DIHYDROXYETHYLENE EQUIVALENTS FOR DIELS-ALDER REACTIONS

Authors
SINGLETON DA REDMAN AM
Citation
Da. Singleton et Am. Redman, VINYLBORANES AS TRANS-DIHYDROXYETHYLENE EQUIVALENTS FOR DIELS-ALDER REACTIONS, Tetrahedron letters, 35(4), 1994, pp. 509-512
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
4
Year of publication
1994
Pages
509 - 512
Database
ISI
SICI code
0040-4039(1994)35:4<509:VATEFD>2.0.ZU;2-N
Abstract
Several vinylboranes were explored as trans-1,2-dihydroxyethylene equi valents for Diels-Alder reactions. Use of the 1,2-bis(boryl)ethylene 4 allows the direct formation of 1,2-dihydroxycyclohexenes in high yiel d. The 2-phenyldimethylsilylvinylborane 8 is a good alternative that a llows for hydroxyl-group differentiation.