Concepedia

A total synthesis of gelsemine: synthesis of a key tetracyclic intermediate

Zubeida Sheikh, Robert W. Steel, Andrew S. Tasker, A. Peter Johnson

Journal of the Chemical Society Chemical Communications · 1994 · 52 citations · 6 references

DOI

Concepts

Abstract

The synthesis of tetracyclic ketone 21, a key intermediate in the total synthesis of the alkaloid gelsemie, is described.

References

6

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Ronald W. Ratcliffe, R. M. RODEHORST · The Journal of Organic Chemistry · 1970 · 519 citations

, , +8

General methods of synthetic analysis. Strategic bond disconnections for bridged polycyclic structures

E. J. Corey, W. Jeffrey Howe, Harry W. Orf et al. · Journal of the American Chemical Society · 1975 · 127 citations

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An approach to the synthesis of gelsemine: the intramolecular reaction of an allylsilane with an acyliminium ion for the synthesis of one of the quaternary centres

Carol Clarke, Ian Fleming, Joseph Fortunak et al. · Tetrahedron · 1988 · 47 citations

, , +4

Synthetic studies toward gelsemine. 2. Preparation of the tetracyclic skeletal part by way of a highly stereospecific intramolecular reaction of a silyl enol ether with an N-acyliminium ion

Henk Hiemstra, R. J. VIJN, W. N. SPECKAMP · The Journal of Organic Chemistry · 1988 · 34 citations

, , +6

An approach to gelsemine

Gilbert Stork, Marie E. Krafft, Scott A. Biller · Tetrahedron Letters · 1987 · 32 citations

, , +3