EFFICIENT SYNTHESES OF 2-ISOPINOCAMPHEYL-1,3,2-DIOXABOROLE AND RELATED 2-TERPENYL-1,3,2-DIOXABOROLE FROM 1,2-DICARBONYLS AND 2-HYDROXYKETONES

Authors
RAMACHANDRAN PV LU ZH BROWN HC
Citation
Pv. Ramachandran et al., EFFICIENT SYNTHESES OF 2-ISOPINOCAMPHEYL-1,3,2-DIOXABOROLE AND RELATED 2-TERPENYL-1,3,2-DIOXABOROLE FROM 1,2-DICARBONYLS AND 2-HYDROXYKETONES, Tetrahedron letters, 38(14), 1997, pp. 2421-2424
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
14
Year of publication
1997
Pages
2421 - 2424
Database
ISI
SICI code
0040-4039(1997)38:14<2421:ESO2AR>2.0.ZU;2-1
Abstract
Efficient syntheses of synthetically important chiral 1,3,2-dioxaborol es have been developed. The reduction of 1,2-dicarbonyls with B-chloro diisopinocampheylborane, or a reaction of a-hydroxyketones with isopin ocampheyldichloroborane, provides rapid, convenient syntheses of chira l enediolboronates of the type, 2-isopinocampheyl-1,3,2-dioxaboroles. The latter procedure has been utilized to synthesize a series of 2-ter penyl-1,3,2-dioxaboroles from terpenyldichloroboranes. (C) 1997 Elsevi er Science Ltd.