Silyl-substituted 1,3-butadienes for Diels–Alder reaction, ene reaction and allylation reaction

Abstract

Silyl-substituted 1,3-butadienes are useful building blocks and are readily applied in several types of reactions such as Diels–Alder reaction, ene reaction and allylation. They can also participate in different tandem reactions such as Diels–Alder/allylation, ene/allylation, ene/allylation/Diels–Alder reaction, ene/allylation/ene reaction and ene/allylation/Diels–Alder/allylation reaction. This feature article reviews the synthesis of silyl-substituted 1,3-butadienes, and their applications in the reaction types mentioned above, involving a tandem Diels–Alder/ene/allylation process. This article also introduces some reactions of alkenylsilanes and allylsilanes for comparison and discussion about the tandem reaction. The tandem reactions described in this article are a powerful tool to construct complicated multicyclic compounds with high selectivity and high efficiency.