Concise total synthesis of botryolide B

An efficient total synthesis of botryolide B was achieved in 9 longest linear steps with 22% overall yield via esterification of a carboxylic acid with an alcohol fragment and a ring closing metathesis (RCM) reaction as pivotal steps to construct the macrolactone ring system. Our novel approach for...

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Veröffentlicht in:RSC advances 2014, Vol.4 (16), p.8335-8340
Hauptverfasser: Mohapatra, Debendra K., Umamaheshwar, Gonela, Rao, M. Mallikarjuna, Umadevi, Deivasigamani, Yadav, Jhillu S.
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Sprache:eng
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Zusammenfassung:An efficient total synthesis of botryolide B was achieved in 9 longest linear steps with 22% overall yield via esterification of a carboxylic acid with an alcohol fragment and a ring closing metathesis (RCM) reaction as pivotal steps to construct the macrolactone ring system. Our novel approach for the synthesis of the 2-alkene-1,5-diol fragment was achieved by a ring closing metathesis reaction followed by a reductive opening strategy, whereas the carboxylic acid fragment was accessed from commercially available (R)-(+)- alpha -hydroxy- gamma -butyrolactone in three steps.
ISSN:2046-2069
2046-2069
DOI:10.1039/c3ra44478c