(+)-B-METHOXYDIISOPINOCAMPHEYLBORANE

Uses

Reactant involved in organic synthesis reactions such as:

• Double allylboration for synthesis of fragments of tetrafibricin
• Anticancer cytotoxic monorhizopodin synthesis
• Annulation of cyclic allylsilanes
• Asymmetric synthesis of β-amino-α-hydroxy acid taxol side chain analogs

Application

B-Methoxydiisopinocampheylborane is a intermediate for the synthesis of B-allyl- and B-crotyldiisopinocampheylboranes; reacts with potassium hydride to form an asymmetric reducing agent.

Preparation

B-Methoxydiisopinocampheylborane is prepared in two steps from either (+)- or (-)-α-pinene (eq 1).

General Description

B-Methoxydiisopinocampheylborane (Ipc₂BOMe) is an organoborane compound, which is prepared from excess α-pinene, borane dimethylsulfide, and methanol via the formation of an intermediate diisocampheylborane. Ipc₂BOMe is used as a versatile reagent for the construction of C-C bonds in asymmetric synthesis.