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Nazarov Cyclization of Divinyl and Arylvinyl Epoxides: Application in the Synthesis of Resveratrol‐Based Natural Products
Author(s) -
Sudhakar Gangarajula,
Satish Kovela
Publication year - 2015
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.201500362
Subject(s) - resveratrol , chemistry , organic chemistry , compatibility (geochemistry) , epoxide , catalysis , combinatorial chemistry , biochemistry , materials science , composite material
New variation in the Nazarov cyclization has been developed by preparing divinyl and arylvinyl epoxides as pentadienyl cation precursors for the first time. Highly substituted cyclopentadienes, hydrindienes, and indenes were synthesized to demonstrate the compatibility of this reaction with substrates bearing a variety of substitutions and having different types of epoxides. Application of this method in the synthesis of resveratrol‐based natural products was also demonstrated.