Work

Stereocontrolled Syntheses of Seven‐Membered Carbocycles by Tandem Allene Aziridination/[4+3] Reaction

Year: 2016

Type: article

Abstract: A tandem allene aziridination/[4+3]/reduction sequence converts simple homoallenic sulfamates into densely functionalized aminated cycloheptenes, where the relative stereochemistry at five contiguous asymmetric centers can be controlled through the choice of the solvent and the reductant. The products resulting from this chemistry can be readily transformed into complex molecular scaffolds which contain up to seven contiguous stereocenters.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.201606195

Authors: Nels C. Gerstner, Christopher S. Adams, Maik Tretbar, Jennifer M. Schomaker

Institution: University of Wisconsin–Madison

Language: English

Topic: Synthesis and Catalytic Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green