Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5215878 | Tetrahedron | 2014 | 10 Pages |
Abstract
A short and generally applicable synthesis of bioactive tetracyclic natural product paracaseolide A has been accomplished employing a 'proposed' biomimetic Diels-Alder reaction as the key strategic step. The Diels-Alder precursors for this purpose were readily assembled through a versatile Suzuki coupling on preformed α-halo butenolides. The mechanistic aspects of the 'putative' biomimetic Diels-Alder reaction have been probed using computational methods, which suggest that this [4+2]-cycloaddition proceeds through a step-wise process and product profile is thermodynamically governed.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Laxmaiah Vasamsetty, Debashis Sahu, Bishwajit Ganguly, Faiz Ahmed Khan, Goverdhan Mehta,