Stereoselective Synthesis of Highly Substituted 1,3‐Dienes via “à la carte” Multifunctionalization of Borylated Dendralenes

نویسندگان

چکیده

Despite the high relevance of 1,3-dienes, stereoselective methods to access tetrasubstituted conjugated dienes are still scarce. We here report an efficient and modular approach that provides multifunctional 1,3-dienes with excellent levels regio- stereoselectivity. This methodology is based on a tetracomponent reaction between borylated dendralene, organolithium reagent two different electrophiles. Mechanistic studies reveal this transformation proceeds through carbolithiation/electrophilic trapping in situ formed dendralenic boron-ate complex, followed by stereoretentive halodeborylation. The ease which complex structural can be accessed their synthetic versatility highlight importance utility method.

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ژورنال

عنوان ژورنال: Angewandte Chemie

سال: 2021

ISSN: ['1521-3773', '1433-7851', '0570-0833']

DOI: https://doi.org/10.1002/ange.202104741