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There's a lot of diastereoisomers to separate after the oxidation of the phenol. It would be nice to shed a little light on how that separation was accomplished.
They used a standard silica column with a hexanes/EtOAc gradient/ They don't discuss the separation in detail, just stating 'During the cyclization, a stereogenic center was newly formed; however, dienone 31 was obtained in 36% yield as a mixture of two diastereomers. The other stereoisomers were separated or decomposed.'
To try everything Brilliant has to offer-free-for a full 30 days, visit brilliant.org/SimplifyingSynt... . The first 200 of you will get 20% off Brilliant’s annual premium subscription.
Nice and short synthesis, will definitely remember this expansion strategy to dearomatize and then create a good nucleophile :) Love your videos ❤
There's a lot of diastereoisomers to separate after the oxidation of the phenol. It would be nice to shed a little light on how that separation was accomplished.
They used a standard silica column with a hexanes/EtOAc gradient/ They don't discuss the separation in detail, just stating 'During the cyclization, a stereogenic center was newly formed; however, dienone 31 was obtained in 36% yield as a mixture of two diastereomers. The other stereoisomers were separated or decomposed.'