Simple stereoselective version of the Claisen rearrangement leading to trans-trisubstituted olefinic bonds. Synthesis of squalene
01 Feb 1970-Journal of the American Chemical Society (American Chemical Society)-Vol. 92, Iss: 3, pp 741-743
About: This article is published in Journal of the American Chemical Society.The article was published on 1970-02-01. It has received 561 citations till now. The article focuses on the topics: Carroll rearrangement & Sigmatropic reaction.
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TL;DR: This paper shows by example some total syntheses which draw from strategy-enabling advances in methodology and shows how these capabilities can be used to discover and develop new agents of potential pharmaceutical value without recourse to the natural product itself.
Abstract: Natural products have been a rich source of agents of value in medicine. They have also inspired, at various levels, the fashioning of nonnatural agents of pharmaceutical import. Hitherto, these nonnatural derivatives have been primarily synthesized by manipulating the natural product. As a consequence of major innovations in the subscience of synthetic methodology, the capacity of synthesis to deal with molecules of considerable complexity has increased dramatically. In this paper, we show by example some total syntheses which draw from strategy-enabling advances in methodology. Moreover, we show how these capabilities can be used to discover and develop new agents of potential pharmaceutical value without recourse to the natural product itself.
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