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American Chemical Society, Organic Letters, 9(8), p. 1759-1762, 2006

DOI: 10.1021/ol060206q

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TESOTf-Induced Rearrangement of Quinols. Efficient Construction of the Fully Functionalized Carbon Skeleton of the Griseusins by a Divergent−Reconvergent Approach

Journal article published in 2006 by Kathlyn A. Parker, Thomas L. Mindt ORCID, Yung-Hyo Koh
This paper is available in a repository.
This paper is available in a repository.

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Abstract

[reaction: see text] The "reverse polarity" or "umpolung" strategy for the total synthesis of aryl C-glycosides was developed in the context of the antibiotic (-)-griseusin B. Although a key reaction in a model sequence for the total synthesis produced two structurally divergent products, both were converted to the same advanced model intermediate that contains the complete carbon skeleton and (except for the extraneous oxygen substituent in the model series) the functional group pattern of the griseusins.