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Installation of 12b-substituents onto indolo[2,3-a]quinolizidin-2-ones and application to pentacyclic alkaloid synthesis

โœ Scribed by Jie Jack Li; Bharat.K. Trivedi; J.Ronald Rubin; Bruce D. Roth


Book ID
104259695
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
225 KB
Volume
39
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


12b-Substituted indolol2,3-a]quinolizidin-2-ones 5 are synthesized by treatment of Grignard reagents with O-acetyl iminium salt 4 generated by treating cyclic enaminoketone 3 with acetyl chloride. Subsequent Robinson annulation employing the Stork enamine protocol provided rac-3-phenyl-15,16dehydroreserpone.


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