Journal
ORGANIC LETTERS
Volume 23, Issue 22, Pages 8783-8788Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c03280
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Funding
- National Natural Science Foundation of China [21772109, 21971140]
- Beijing Natural Science Foundation [M21011]
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This study successfully achieved the formal biomimetic synthesis of (+)-hippolachnin A guided by its plausible biosynthetic pathway. Key transformations include an intriguing [4 + 2] cycloaddition and a tandem rearrangement/dehydration reaction. The work not only provides a unified approach to access diverse plakortin-type polyketides but also offers convincing evidence to elucidate their underlying biosynthetic network.
A formal biomimetic synthesis of (+)-hippolachnin A has been achieved under the guidance of its plausible biosynthetic pathway. Pivotal transformations include an intriguing O-1(2)-mediated [4 + 2] cycloaddition and a tandem Kornblum-DeLaMare rearrangement/hemiketalization/dehydration reaction. The current work not only offers a unified approach to access skeletally diverse plakortin-type polyketides but also provides convincing evidence to elucidate their underlying biosynthetic network.
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