Diverse Reactivities of Corey-Chaykovsky Ylides: Synthesis of 10-Hydroxyaplysin
The diverse reactivity patterns of the two sulfur ylides 7 and 8 were employed to convert the tricyclic ketone 5 to the isomeric methylene epoxides 9 and 6 respectively. Reduction of 6 followed by bromination furnished the natural product 10-hydroxyaplysin 2.
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Published in | Synthetic communications Vol. 42; no. 5; pp. 621 - 626 |
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Main Authors | , |
Format | Journal Article |
Language | English |
Published |
PHILADELPHIA
Taylor & Francis Group
01.03.2012
Taylor & Francis Taylor & Francis Ltd |
Subjects | |
Online Access | Get full text |
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Summary: | The diverse reactivity patterns of the two sulfur ylides 7 and 8 were employed to convert the tricyclic ketone 5 to the isomeric methylene epoxides 9 and 6 respectively. Reduction of 6 followed by bromination furnished the natural product 10-hydroxyaplysin 2. |
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ISSN: | 0039-7911 1532-2432 |
DOI: | 10.1080/00397911.2010.528130 |