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Lewis Acid Enables Ketone Phosphorylation: Synthesis of Alkenyl Phosphonates

Xiaohong Wei, Chun‐Yuan Bai, Lian‐Biao Zhao, Ping Zhang, Zhenhua Li, Yanbin Wang, Qiong Su

2021Chinese Journal of Chemistry20 citationsDOI

Abstract

Main observation and conclusion An efficient Lewis acid enabled ketones phosphonylation to synthesize vinylphosphonates has been developed. This method relays on ketone hydrophosphonylation/α‐hydroxy phosphonates unimolecular elimination (E1) dehydration cascade reaction sequence. Various C—P bond formation products were obtained in moderate to excellent yields with water as the only byproduct in the reaction.

Topics & Concepts

ChemistryKetoneLewis acids and basesDehydrationOrganic chemistrySequence (biology)Reaction conditionsCombinatorial chemistryCatalysisBiochemistryOrganophosphorus compounds synthesisSynthetic Organic Chemistry MethodsAsymmetric Hydrogenation and Catalysis