Work

The Catalytic Asymmetric Diels–Alder Reactions and Post‐cycloaddition Reductive Transpositions of 1‐Hydrazinodienes

Year: 2011

Type: article

Abstract: 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.

Source: Chemistry - A European Journal

DOI: 10.1002/chem.201102394

Authors: Hao Xie, Glenn M. Sammis, Eric M. Flamme, Christina M. Kraml, Erik J. Sorensen

Institution: Princeton University

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Science Foundation, National Institute of General Medical Sciences