Aristotelia alkaloids synthesis

Monoterpenoid Alkaloids.—Aristotelia Alkaloids. Fruticosonine is a novel alkaloid, containing an unrearranged monoterpene unit, which occurs48 in Aristotelia fruticosa Hook, f the structure (54) (relative stereochemistry only) was deduced by X-ray crystallography, and confirmed by the synthesis of ( )-fruticosonine... 

In the synthesis of Aristotelia-type alkaloids, Burkard and Borschberg [13] found that the best method for elimination of the 2,6-difluorobenzyl group of the indole derivative Ila was a procedure involving calcium in ammonia. This led to the desired indolyl alcohol 12 in 74% yield (Scheme 4.3). Use of excess dissolved calcium also enabled simultaneous removal of both the (4-methoxyphenyl)sulfonyl and the 2,6-difluorobenzyl protecting groups from 11b to give 12 in 62% yield [14]. 

In the synthesis of peduncularine (814), the principal alkaloid of the Tasmanian shrub Aristotelia peduncularis, regioselective reduction of 793b with sodium borohydride followed... 

Peduncularine is the principal alkaloid of Tasmanian shmb Aristotelia peduncularis that presents anticancer activity [267]. In 2006, Kitamura et al. [268] have presented a synthesis of the racemic alkaloid starting with the Diels-Alder... 

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