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: zhang
chem.ucsb.edu
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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Abstract
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
