A practical synthesis of chiral tricyclic cyclopenta[b]benzofuran, a key intermediate of Beraprost?
Organic & Biomolecular Chemistry Pub Date: 2016-07-19 DOI: 10.1039/C6OB01346E
Abstract
A novel formal synthesis of Beraprost (1) is described. The tricyclic cyclopent[b]benzofuran core is efficiently prepared from (?)-Corey lactone diol in 12 steps with an overall yield of 37.4%. Key features of the strategy include a ring-closing metathesis reaction and aromatization to form the tricyclic cyclopenta[b]benzofuran framework, and selective halogenation/formylation to install the butyrate side-chain.
![Graphical abstract: A practical synthesis of chiral tricyclic cyclopenta[b]benzofuran, a key intermediate of Beraprost](http://scimg.chem960.com/usr/1/C6OB01346E.jpg)
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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