Pd‐Catalyzed Selective Remote Ring Opening of Polysubstituted Cyclopropanols. Issue 34 (22nd May 2018)

• Record Type: Journal Article
• Authors: Singh, Sukhdev; Simaan, Marwan; Marek, Ilan
• Is Part Of: Chemistry. Volume 24:Issue 34(2018)
• Page Start: 8553
• Page End: 8557
• Publication Date: 2018-05-22
• Subjects: cyclopropanol -- metal walk -- quaternary stereocenters -- remote functionalization -- stereochemistry; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201802016
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: The distant functionalization of ω‐ene cyclopropanols is induced by a Pd‐catalyzed Heck reaction triggering a "metal‐walk" and selective ring‐opening of the three‐membered ring. This approach provides a new class of acyclic aldehydes possessing concomitantly a stereodefined double bond and a quaternary carbon stereocenter α to the carbonyl group. Abstract : The distant functionalization of ω‐ene cyclopropanols, induced by a Pd‐catalyzed Heck reaction, triggered a "metal‐walk" and selective ring‐opening of the three‐membered ring. This approach provides a new class of acyclic aldehydes possessing concomitantly a stereodefined double bond and a quaternary carbon stereocenter at the α of the carbonyl group.