A Convenient Allylic Functionalization of Bis(prop-2-enyl)methanol by Direct Trimetalation

Abstract

A practical synthesis of functionalized symmetrical dialkenylcarbinols­ has been developed. Key feature is a direct trilithiation of readily available bis(prop-2-enyl)methanol followed by trapping of the trianion with various electrophiles. This simple protocol allows rapid derivatization and preparation of compounds inaccessible by currently existing methods.

Key words

alkenes - alcohols - lithiation - metalations - organometallic reagent

References

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13

A similar protocol as in reference 11a was used. See experimental section.