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Palladium(II)‐Catalyzed Highly Stereoselective Sandwich‐Type Triple Cyclization Reaction of 1,5‐Bisallenes and 2,3‐Allenoic Acids
Author(s) -
Lian Xiongdong,
Ma Shengming
Publication year - 2010
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.201000992
Subject(s) - stereoselectivity , palladium , catalysis , ring (chemistry) , chemistry , molecule , type (biology) , combinatorial chemistry , stereochemistry , organic chemistry , ecology , biology
Triple‐decker sandwich : A sandwich‐type triple cyclization of two molecules of 2,3‐allenoic acid and one molecule of 1,5‐bisallene in the presence of a palladium catalyst with excellent stereoselectivity has been developed. The diallyl‐substituted cis products may easily be transformed to fused tetracyclic compounds with a 12‐membered ring (see scheme). Based on the result of optically active 2,3‐allenoic acids, a possible catalytic cycle has been proposed.