<?xml version="1.0" encoding="UTF-8" standalone="yes"?><oembed><version><![CDATA[1.0]]></version><provider_name><![CDATA[amphoteros]]></provider_name><provider_url><![CDATA[http://amphoteros.com]]></provider_url><author_name><![CDATA[ayudin2013]]></author_name><author_url><![CDATA[https://amphoteros.com/author/ayudin2013/]]></author_url><title><![CDATA[Cascade starts from a Mitsunobu&#8230;]]></title><type><![CDATA[link]]></type><html><![CDATA[<p>Here is a very neat result from Jon Ellman’s lab at Yale. As part of a study documented in Org. Lett. (<a href="http://pubs.acs.org/doi/abs/10.1021/ol100470g" rel="nofollow">http://pubs.acs.org/doi/abs/10.1021/ol100470g</a>), an interesting observation was made: the intended nitrogen-driven Mitsunobu process did not take place. Instead, a cyclopropane has been formed:</p>
<p><a href="https://amphoteros.files.wordpress.com/2013/08/pic-1.jpg"><img class="size-full wp-image aligncenter" id="i-333" alt="Image" src="https://amphoteros.files.wordpress.com/2013/08/pic-1.jpg?w=650" srcset="https://amphoteros.files.wordpress.com/2013/08/pic-1.jpg?w=650 650w, https://amphoteros.files.wordpress.com/2013/08/pic-1.jpg?w=1300 1300w, https://amphoteros.files.wordpress.com/2013/08/pic-1.jpg?w=150 150w, https://amphoteros.files.wordpress.com/2013/08/pic-1.jpg?w=300 300w, https://amphoteros.files.wordpress.com/2013/08/pic-1.jpg?w=768 768w, https://amphoteros.files.wordpress.com/2013/08/pic-1.jpg?w=1024 1024w" sizes="(max-width: 650px) 100vw, 650px" /></a></p>
<p>Building on this observation, Andrade’s lab showed a really cool cascade process that ultimately enabled a short synthesis of (-) melotenine A (<a href="http://onlinelibrary.wiley.com/doi/10.1002/anie.201302517/abstract" rel="nofollow">http://onlinelibrary.wiley.com/doi/10.1002/anie.201302517/abstract</a>). I think the mechanism is really interesting. Cascade reactions rule!</p>
<p><a href="https://amphoteros.files.wordpress.com/2013/08/pic2.jpg"><img class="size-full wp-image" id="i-336" alt="Image" src="https://amphoteros.files.wordpress.com/2013/08/pic2.jpg?w=650" srcset="https://amphoteros.files.wordpress.com/2013/08/pic2.jpg?w=650 650w, https://amphoteros.files.wordpress.com/2013/08/pic2.jpg?w=1300 1300w, https://amphoteros.files.wordpress.com/2013/08/pic2.jpg?w=150 150w, https://amphoteros.files.wordpress.com/2013/08/pic2.jpg?w=300 300w, https://amphoteros.files.wordpress.com/2013/08/pic2.jpg?w=768 768w, https://amphoteros.files.wordpress.com/2013/08/pic2.jpg?w=1024 1024w" sizes="(max-width: 650px) 100vw, 650px" /></a></p>
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