Taxane diterpenes 1. Control of relative and absolute stereochemistry in intramolecular pyrylium ylide-alkene cyclizations for the synthesis of taxol precursors

W.E. Bauta; J. Booth; M.E. Bos; M. DeLuca; L. Diorazio; T.J. Donohoe; C. Frost; N. Magnus; P. Magnus; J. Mendoza; P. Pye; J.G. Tarrant; S. Thom; F. Ujjainwalla

doi:10.1016/0040-4020(96)00867-8

Taxane diterpenes 1. Control of relative and absolute stereochemistry in intramolecular pyrylium ylide-alkene cyclizations for the synthesis of taxol precursors

W.E. Bauta, J. Booth, M.E. Bos, M. DeLuca, L. Diorazio, T.J. Donohoe, C. Frost, N. Magnus, P. Magnus, J. Mendoza, P. Pye, J.G. Tarrant, S. Thom, F. Ujjainwalla

University of Texas

Research output: Contribution to journal › Article › peer-review

33 Citations (SciVal)

Abstract

Intramolecular pyrylium ylide-alkene cyclizations provide control of the absolute stereochemistry at the crucial C-19 angular methyl group, and leads to bicyclo[5.4.0^3,8]undecenones that contain the structural elements of the B/C rings of the taxanes.

Original language	English
Pages (from-to)	14081-14102
Number of pages	22
Journal	Tetrahedron
Volume	52
Issue number	45
DOIs	https://doi.org/10.1016/0040-4020(96)00867-8
Publication status	Published - 4 Nov 1996

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Bauta, W. E., Booth, J., Bos, M. E., DeLuca, M., Diorazio, L., Donohoe, T. J., Frost, C., Magnus, N., Magnus, P., Mendoza, J., Pye, P., Tarrant, J. G., Thom, S., & Ujjainwalla, F. (1996). Taxane diterpenes 1. Control of relative and absolute stereochemistry in intramolecular pyrylium ylide-alkene cyclizations for the synthesis of taxol precursors. Tetrahedron, 52(45), 14081-14102. https://doi.org/10.1016/0040-4020(96)00867-8

Bauta, WE, Booth, J, Bos, ME, DeLuca, M, Diorazio, L, Donohoe, TJ, Frost, C, Magnus, N, Magnus, P, Mendoza, J, Pye, P, Tarrant, JG, Thom, S & Ujjainwalla, F 1996, 'Taxane diterpenes 1. Control of relative and absolute stereochemistry in intramolecular pyrylium ylide-alkene cyclizations for the synthesis of taxol precursors', Tetrahedron, vol. 52, no. 45, pp. 14081-14102. https://doi.org/10.1016/0040-4020(96)00867-8

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AU - Bos, M.E.

AU - DeLuca, M.

AU - Diorazio, L.

AU - Donohoe, T.J.

AU - Frost, C.

AU - Magnus, N.

AU - Magnus, P.

AU - Mendoza, J.

AU - Pye, P.

AU - Tarrant, J.G.

AU - Thom, S.

AU - Ujjainwalla, F.

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AB - Intramolecular pyrylium ylide-alkene cyclizations provide control of the absolute stereochemistry at the crucial C-19 angular methyl group, and leads to bicyclo[5.4.03,8]undecenones that contain the structural elements of the B/C rings of the taxanes.

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Taxane diterpenes 1. Control of relative and absolute stereochemistry in intramolecular pyrylium ylide-alkene cyclizations for the synthesis of taxol precursors

Abstract

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