Concepedia

Studies on the Synthesis of Tedanolide. 2. Stereoselective Synthesis of a Protected C(1)−C(12) Fragment

William Roush, Jason S. Newcom

Organic Letters · 2002 · 33 citations · 35 references

DOI

Concepts

Abstract

[reaction: see text] Highly diastereoselective syntheses of diketo esters 6a and 6b are described. These intermediates undergo efficient aldol reactions with protected C(13)-C(21) aldehydes 3 and 23, thereby providing advanced C(1)-C(21) tedanolide seco ester precursors 9a and 9b.

References

35

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Junji Inanaga, Kuniko Hirata, Hiroko SAEKI et al. · Bulletin of the Chemical Society of Japan · 1979 · 2.2K citations

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Asymmetric Catalysis by Architectural and Functional Molecular Engineering: Practical Chemo- and Stereoselective Hydrogenation of Ketones

Ryōji Noyori, Takeshi Ohkuma · Angewandte Chemie International Edition · 2001 · 1.9K citations · Full text

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David A. Evans, Kevin T. Chapman, Erick M. Carreira · Journal of the American Chemical Society · 1988 · 946 citations

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Preparation and use of tetra-n-butylammonium per-ruthenate (TBAP reagent) and tetra-n-propylammonium per-ruthenate (TPAP reagent) as new catalytic oxidants for alcohols

William P. Griffith, Steven V. Ley, Gwynne P. Whitcombe et al. · Journal of the Chemical Society Chemical Communications · 1987 · 673 citations

, , +11