Pd-Catalyzed Selective Remote Ring Opening of Polysubstituted Cyclopropanols.
Sukhdev SinghMarwan SimaanIlan MarekPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2018)
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.