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One‐Pot Synthesis of Fused Tricyclic Heterocycles with Quaternary Carbon Stereocenter by Sequential Pauson–Khand Reaction and Formal [3+3] Cycloaddition
Author(s) -
Fan Liyan,
Zhao Wanxiang,
Jiang Weihua,
Zhang Junliang
Publication year - 2008
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.200801453
Subject(s) - stereocenter , cycloaddition , ring (chemistry) , carbon atom , chemistry , combinatorial chemistry , organic chemistry , catalysis , enantioselective synthesis
“Quick‐step” synthesis : Very few steps are needed to make these target tricylic ring systems (see scheme, left) from readily available functionalized acyclic starting materials (right). Target complex ring systems, such as these, can be synthesized efficiently and with high atom‐economy using a novel ‘one‐pot’, sequential Pauson–Khand reaction of 1‐ene‐6,8‐diynes with CO and a formal [3+3] cycloaddition of the cycloadduct with β‐keto compounds.