Ti-Catalyzed Reaction of β-Pinene with BF₃·THF

Abstract

The reaction between β-pinene and BF3·THF in the presence of the catalytic system Cp2TiCl2/Mg was carried out for the first time to obtain a 1-fluoro-substituted boraspirane, undescribed previously. The reaction proceeds stereoselectively, but is complicated by the rearrangement of the β-pinene under the Ti-catalyzed reaction conditions.

Keywords

• cycloboration
• organoborane compounds
• β-pinene
• Cp₂TiCl₂