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Pd‐Catalyzed Selective Remote Ring Opening of Polysubstituted Cyclopropanols
Author(s) -
Singh Sukhdev,
Simaan Marwan,
Marek Ilan
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201802016
Subject(s) - stereocenter , ring (chemistry) , catalysis , chemistry , quaternary carbon , double bond , medicinal chemistry , combinatorial chemistry , stereochemistry , enantioselective synthesis , organic chemistry
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.