Diastereoselective Synthesis of Homoallylic Alcohols with Adjacent Tertiary and Quaternary Centers by Using Functionalized Allylic Aluminum Reagents

Authors


  • We thank the Fonds der Chemischen Industrie and the European Research Council (ERC) for financial support. We also thank Evonik Industries AG (Hanau) and BASF AG (Ludwigshafen) for generous donations of chemicals.

Abstract

original image

Al be there for you: Sensitive functional groups, including ester and cyano groups, can be present in allylic aluminum reagents prepared by aluminum insertion in the presence of InCl3. These aluminum organometallic compounds undergo addition reactions to various functionalized aldehydes or ketones with remarkable diastereoselectivities allowing the construction of two adjacent quaternary and tertiary centers (see scheme).

Ancillary