Short Synthetic Route toward the Tricyclic Core of Schulzeines
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The tricyclic core of marine natural products schulzeines was synthesized using <I>N</I>-acyliminium ion cyclization. The intermediate <I>N</I>-acyliminium ion was generated from treatment of α-hydroxy-δ-lactam with a Lewis acid. The tricyclic products were obtained as a mixture of 2 diastereomers at the C-11b stereocenter. The diastereomeric ratios were low and dependent on the Lewis acid used in the reaction.
- Chemistry Letters
Chemistry Letters 35(9), 1008-1009, 2006-09-05
The Chemical Society of Japan