Journal
ORGANIC LETTERS
Volume 21, Issue 11, Pages 4215-4218Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01402
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Funding
- Australian Government Research Training Program (RTP) Scholarship
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Until now, the relative stereochemistry of the noncanonical strigolactone, heliolactone, has remained ambiguous. The total synthesis of heliolactone is described, with the key bond-forming event being a Stille cross-coupling that relied upon a reversal of the nucleophile-electrophile coupling partners. Spectroscopic analysis of synthetic heliolactone (and other stereoisomers) and comparisons with the isolated material enabled the absolute and relative stereo chemistry of heliolactone to be secured.
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