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

34 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

Access to Document

10.1016/0040-4020(96)00867-8

Cite this

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

@article{0d3a40ed7c1141138addb4836d54214b,

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

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

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

year = "1996",

month = nov,

day = "4",

doi = "10.1016/0040-4020(96)00867-8",

language = "English",

volume = "52",

pages = "14081--14102",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier",

number = "45",

}

TY - JOUR

T1 - Taxane diterpenes 1. Control of relative and absolute stereochemistry in intramolecular pyrylium ylide-alkene cyclizations for the synthesis of taxol precursors

AU - Bauta, W.E.

AU - Booth, J.

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.

PY - 1996/11/4

Y1 - 1996/11/4

N2 - 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.

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.

UR - https://www.scopus.com/pages/publications/16044370366

UR - http://dx.doi.org/10.1016/0040-4020(96)00867-8

U2 - 10.1016/0040-4020(96)00867-8

DO - 10.1016/0040-4020(96)00867-8

M3 - Article

AN - SCOPUS:16044370366

SN - 0040-4020

VL - 52

SP - 14081

EP - 14102

JO - Tetrahedron

JF - Tetrahedron

IS - 45

ER -

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

Abstract

Access to Document

Other files and links

Fingerprint

Cite this