Journal
ORGANIC LETTERS
Volume 24, Issue 5, Pages 1247-1252Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c00108
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Funding
- French Agence Nationale pour la Recherche [ANR-19-CE07-0002-01 ANTIDEPRIM]
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In this study, an unconventional strategy was used to mimic the catalytic conditions of ketosterase, leading to the successful synthesis of nesteretal A and its analogues.
An appealing and challenging cage structure along with an unusual biosynthetic pathway prompted us to explore an expeditious bioinspired one-pot total synthesis of nesteretal A. An unconventional strategy was chosen, and a cascade reaction starting from diacetyl was studied. Under organocatalytic conditions mimicking an aldolase, nesteretal A and a related cage analogue were anticipated by in silico metabolization, detected, targeted, and characterized.
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