Abstract
Silylcupration of allenes has become one of the most efficient procedures for the synthesis of allylsilanes. These substrates are useful building blocks in organic synthesis since they undergo a great variety of highly stereocontrolled silicon-assisted transformations. In particular, the intramolecular carbonyl-ene reaction of oxo-allylsilanes is a powerful strategy for carbocyclic annulation of much potential in synthesis. This article shows a general survey of the recent advances in this field together with the late contributions of our lab to this subject.
Highlights
Organosilicon compounds and in particular allylsilane chemistry have attracted considerable attention due to the increasing number of new methodologies that allow useful synthetic transformations.[1]
Unactivated allenes do not undergo organometallic addition –failing to react with carbocuprates, they are readily attacked by silylcuprates giving rise to a great variety of allylsilanes with different substitution patterns.[3]
We show a general survey of the recent advances in this area and their significance in synthesis, together with the contribution of our group to this field
Summary
Organosilicon compounds and in particular allylsilane chemistry have attracted considerable attention due to the increasing number of new methodologies that allow useful synthetic transformations.[1]. Taddei[14] and coworkers have reported a highly stereoselective synthesis of 1,2-aminoalcohols by BF3 promoted intermolecular carbonyl-ene reaction of allylsilanes and α-aminoaldehydes (scheme 8).
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