Asymmetric Synthesis of Allylsilanes by the Borylation of Lithiated Carbamates: Formal Total Synthesis of (−)‐Decarestrictine D

Abstract

The flip side: (−)-Sparteine-complexed lithiated carbamates react with β-silylvinylboranes with inversion of configuration, whereas the diamine-free lithiated carbamates react with retention of configuration, thereby providing enantio-complementary routes to β-hydroxy allylsilanes (see scheme). The methodology has been applied in a concise formal total synthesis of (−)-decarestrictine D.