Novel Synthesis of Stagonolide-F, Putaminoxin and Aspinolide-A

Author(s): Ahmed Kamal , Papagari Venkat Reddy , Moku Balakrishna , Singaraboina Prabhakar .

Journal Name: Letters in Organic Chemistry

Volume 8 , Issue 2 , 2011

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Abstract:

Novel synthesis of putaminoxin, stagonolide-F and aspinolide-A have been achieved by utilizing (S) and (R)- malic acid. The key feature of the synthetic strategy includes Horner-Wittig olefination, double bond reduction and Steglich esterification. Olefinic acid for putaminoxin and stagonolide-F was prepared from (S)-malic acid whereas olefinic acid for aspinolide-A was prepared from (R)-malic acid and olefinic alcohols for putaminoxin, stagonolide-F and aspinolide-A were prepared by using Browns asymmetric allylboration.

Keywords: Decanolides, (S) and (R) malic acid, Horner-Wittig olefination, Steglich esterification, Brown's asymmetric allylboration, Ring closing metathesis (R.C.M.), microcarpalide, Stagonolide-F, putaminoxin, butyraldehyde

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Article Details

VOLUME: 8
ISSUE: 2
Year: 2011
Page: [143 - 149]
Pages: 7
DOI: 10.2174/157017811794697502
Price: $58

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