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Synfacts 2025; 21(04): 390
DOI: 10.1055/a-2539-3876
DOI: 10.1055/a-2539-3876
Metals in Synthesis
Gold(I)-Catalyzed Propargyl Claisen Rearrangement
Sherry BD,
Toste FD *.
University of California, Berkeley, USA
Gold(I)-Catalyzed Propargyl Claisen Rearrangement.
J. Am. Chem. Soc. 2004;
126: 15978-15979
DOI: 10.1021/ja044602k
Gold(I)-Catalyzed Propargyl Claisen Rearrangement.
J. Am. Chem. Soc. 2004;
126: 15978-15979
DOI: 10.1021/ja044602k
Significance
This study advances gold catalysis by using air‐ and moisture-tolerant gold(I) catalysts for acetylenic Claisen rearrangements. It achieves excellent stereo- and regioselectivity with near-complete chirality transfer, enabling the enantioselective synthesis of allenes.
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Comment
By fine-tuning the counterion and structure of the catalyst, the authors achieved high stereo- and regioselectivity, enabling efficient syntheses of enantioenriched compounds. This advances homoallenic alcohol production and complex molecular architectures for pharmaceuticals and materials science.
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Publication History
Article published online:
25 March 2025
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