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Catalytic Asymmetric Synthesis of Benzobicyclo[3.2.1]octanes
Author(s) -
Anif Pasha Mohammed,
Peraka Swamy,
Ramachary Dhevalapally B.
Publication year - 2021
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.202100985
Subject(s) - intramolecular force , aldol reaction , tandem , chemistry , catalysis , thiourea , wittig reaction , stereochemistry , michael reaction , combinatorial chemistry , annulene , organic chemistry , materials science , composite material
Lawsone aldehydes were directly transformed into the biologically important, unique carbon skeleton of chiral methanobenzo[f]azulenes/methanodibenzo[a,d][7]annulenes in high dr and ee and in very good yields by using quinine‐thiourea‐catalyzed tandem Wittig/intramolecular Michael/intramolecular aldol reactions. This asymmetric catalytic tandem protocol will be highly useful because these final molecules are basic skeletons of important antibiotics.