Iron(III) catalyzed direct synthesis of cis -2,7-disubstituted oxepanes. the shortest total synthesis of (+)-isolaurepan
Prins cyclization of bis-homoallylic alcohols with aldehydes catalyzed by iron(III) salts shows excellent cis selectivity and yields to form 2,7-disubstituted oxepanes. The iron(III) is able to catalyze this process with unactivated olefins. This cyclization was used as the key step in the shortest total synthesis of (+)-isolaurepan.
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Main Authors: | , , , , |
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Other Authors: | |
Format: | artículo biblioteca |
Published: |
American Chemical Society
2012-11-20
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Subjects: | Alcohols, Organic synthesis, Aldehydes, Cyclization, Chemical synthesis, |
Online Access: | http://hdl.handle.net/10261/199520 http://dx.doi.org/10.13039/501100003329 http://dx.doi.org/10.13039/501100000780 |
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Summary: | Prins cyclization of bis-homoallylic alcohols with aldehydes catalyzed by iron(III) salts shows excellent cis selectivity and yields to form 2,7-disubstituted oxepanes. The iron(III) is able to catalyze this process with unactivated olefins. This cyclization was used as the key step in the shortest total synthesis of (+)-isolaurepan. |
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