Article
Methods
General procedure for β-C(sp^3 )–H lactonization
Pd(CH 3 CN) 2 Cl 2 (10 mol%, 2.6 mg), ligand L11 (20 mol%, 2.9 mg), CsHCO 3
(0.5 equiv., 9.7 mg) and carboxylic acid 1 (0.1 mmol), in that order, were
weighed in air and placed in a culture tube with a magnetic stir bar.
Then HFIP (1.0 mL) and TBHP (about 5.5 M in decane) (2.0 equiv., 36 μL)
were added. The reaction mixture was stirred at room temperature
for 3 min and then heated to 60 °C for 12 h (600 rpm). After cooling to
room temperature, the mixture was concentrated in vacuo, and the
resulting mixture was purified by preparative thin-layer chromatog-
raphy or diluted with ethyl acetate and washed with saturated NaHCO 3
solution. The full experimental details and characterization of the new
compounds can be found in Supplementary Information.
Data availability
The data supporting the findings of this study are available within the
article and its Supplementary Information files.
Acknowledgements We acknowledge The Scripps Research Institute and the NIH (NIGMS,
R01GM084019) for financial support.Author contributions J.-Q.Y. conceived the concept. Z.Z. developed the lactonization reaction.
J.-Q.Y. directed the project.
Competing interests The authors declare no competing interests.Additional information
Supplementary information is available for this paper at https://doi.org/10.1038/s41586-019-
1859-y.
Correspondence and requests for materials should be addressed to J.-Q.Y.
Peer review information Nature thanks Michael Doyle and the other, anonymous, reviewer(s)
for their contribution to the peer review of this work.
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