Cycling through: Type I cyclohexenes are produced with high margins of stereoselectivity by chiral, catalyst-controlled, Diels-Alder reactions between 1-hydrazinodienes and N-acryloyl oxazolidinone dienophiles, and readily transformed to cyclohexenes III via a putative, transient allylic diazene II (see scheme). This chemistry gives access to functionalized cyclohexenes that can be difficult to construct by alternative methods.
All Science Journal Classification (ASJC) codes
- Organic Chemistry
- asymmetric Diels-Alder reaction
- sigmatropic rearrangement