AI Article Synopsis
- Prins cyclization using iron(III) salts effectively transforms bis-homoallylic alcohols and aldehydes into 2,7-disubstituted oxepanes with high cis selectivity and yields.
- This reaction can occur even with unactivated olefins, showcasing its versatility.
- Moreover, this method was pivotal in achieving the shortest total synthesis of (+)-isolaurepan.
Article Abstract
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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| http://dx.doi.org/10.1021/ol3028016 | DOI Listing |
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