Rapid construction of the aza-propellane core of acutumine via a photochemical [2 + 2] cycloaddition reaction.
نویسندگان
چکیده
Synthetic efforts toward the chlorinated aza-propellane alkaloid acutumine (1) are described. The key vicinal quaternary centers were constructed by a photochemical [2 + 2] cycloaddition reaction of a furanyl-tetrahydroindolone. Dihydroxylation of the [2 + 2] product enabled a tandem retro-aldol/intramolecular ketalization reaction, which revealed the aza-propellane core of 1 while generating an unusual, caged, pentacyclic hemiketal product.
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ورودعنوان ژورنال:
- Organic letters
دوره 14 17 شماره
صفحات -
تاریخ انتشار 2012