Palladium(II)‐Catalyzed Highly Stereoselective Sandwich‐Type Triple Cyclization Reaction of 1,5‐Bisallenes and 2,3‐Allenoic Acids | Zendy

Lian Xiongdong | Zendy; Ma Shengming | Zendy

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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.

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