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Stereoselective Insertion of Benzynes into Lawsones: Synthesis of Biologically Important Benzannulated Bicyclo[3.3.0]octanes
Author(s) -
Kumar A. Suresh,
Thirupathi Guguloth,
Reddy G. Surendra,
Ramachary Dhevalapally B.
Publication year - 2019
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.201805798
Subject(s) - bicyclic molecule , stereoselectivity , domino , cycloaddition , aryne , chemistry , combinatorial chemistry , stereochemistry , organic chemistry , catalysis
An ideal stereoselective insertion of in situ generated benzynes into lawsones through domino formal [2+2]‐cycloaddition followed by rearrangement is disclosed. The reaction allowed for the preparation of biologically important benzannulated bicyclo[3.3.0]octanes in good yields and with excellent selectivities by using simple substrates and conditions.