K.
Kashinath
and
D.
Srinivasa Reddy
*
Division of Organic Chemistry, National Chemical Laboratory, Pune, Maharashtra, India. E-mail: ds.reddy@ncl.res.in
First published on 30th October 2014
Multiple reactions in one pot has always been a useful technique for synthetic organic chemists, as it can minimizes solvent usage, time and the number of purification steps when compared to individual multi-step syntheses. In line with this, here in this perspective we discuss a one-pot quadruple/triple reaction sequence comprising an enyne ring-closing metathesis/cross-metathesis/Diels–Alder/aromatization for the synthesis of natural products setting.
A common strategy was used to synthesize the main core of all three natural products listed above and the strategy used for the synthesis is depicted in forward synthetic manner (Fig. 2). An enyne can undergo ring closing enyne metathesis (RCEM) and/or cross metathesis (CM) to afford a diene which can be reacted with a dienophile followed by oxidation to furnish the aromatic skeleton (Fig. 2).
Scheme 3 Utilization of one-pot quadruple reaction strategy in total synthesis of puraquinonic acid. |
Scheme 4 Enantiospecific total synthesis of a norsesquiterpene alkaloid using a one-pot triple reaction strategy. |
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