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Synfacts 2011(9): 0978-0978  
DOI: 10.1055/s-0030-1261009
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Chiral Tridentate Ligand for Rhodium-Catalyzed Cycloisomerization

Contributor(s): Mark Lautens, Jane Panteleev, Lei Zhang
T. Nishimura*, Y. Maeda, T. Hayashi*
Kyoto University, Japan
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Publication History

Publication Date:
19 August 2011 (online)

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Significance

Despite recent developments in metal-catalyzed cycloisomerization of 1,6-enynes (see Review below), only few asymmetric variants were reported. Previously, the authors utilized a diene and phosphine ligand combination to affect enantioselectivity in this reaction (Angew. Chem. Int. Ed. 2010, 49, 1638). In this work, the authors report a tridentate diene-phosphine ligand that stabilizes the catalytically active cationic rhodium to improve scope and ee.

Review: E. Jiménez-Núñez, A. M. Echavarren Chem. Rev. 2008, 108, 3326-3350.