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Chiral Bifunctional Phosphine Ligand Enabling Gold-Catalyzed Asymmetric Isomerization of Alkyne to Allene and Asymmetric Synthesis of 2,5-Dihydrofuran

Xinpeng Cheng, Zhixun Wang, Carlos D. Quintanilla, Liming Zhang*

*Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, United States, Email:

X. Cheng, Z. Wang, C. D. Quintanilla, L. Zhang, J. Am. Chem. Soc., 2019, 141, 3787-3791.

DOI: 10.1021/jacs.8b12833

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Gold catalysis using a chiral bifunctional biphenyl-2-ylphosphine ligand provides 2,5-disubstituted 2,5-dihydrofurans from chiral propargylic alcohols as substrates in typically good yields and with good to excellent diastereoselectivities. With achiral substrates, 2,5-dihydrofurans are formed with good to excellent enantiomeric excesses.

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Key Words


ID: J48-Y2019