Synthetic studies on the ingenane diterpenes. Construction of a tetracyclic 8-isoingenane model
Publication type: Journal Article
Publication date: 1993-11-01
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
A thermally allowed tropone-diene [6π+4π] cycloaddition is employed to produce a functionally rich BC ring building block for the construction of 8-isoingenol intermediates. Bridgehead enolate alkylation followed by aldol condensation is used to install the elements of the A-ring. Stereo- and regioselective bis-hydroxylation at C-13 and -14 of the C-ring followed by activation as the corresponding bis-mesyloxy derivative and treatment with diethyl sodiomalonate affords an advanced, functionalized isoingenol tetracyclic intermediate
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27
Total citations:
27
Citations from 2025:
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(3.7%)
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GOST
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Cuisiat S. V. Synthetic studies on the ingenane diterpenes. Construction of a tetracyclic 8-isoingenane model // Journal of Organic Chemistry. 1993. Vol. 58. No. 23. pp. 6286-6291.
GOST all authors (up to 50)
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Cuisiat S. V. Synthetic studies on the ingenane diterpenes. Construction of a tetracyclic 8-isoingenane model // Journal of Organic Chemistry. 1993. Vol. 58. No. 23. pp. 6286-6291.
Cite this
RIS
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TY - JOUR
DO - 10.1021/jo00075a023
UR - https://doi.org/10.1021/jo00075a023
TI - Synthetic studies on the ingenane diterpenes. Construction of a tetracyclic 8-isoingenane model
T2 - Journal of Organic Chemistry
AU - Cuisiat, Stephane V
PY - 1993
DA - 1993/11/01
PB - American Chemical Society (ACS)
SP - 6286-6291
IS - 23
VL - 58
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{1993_Rigby,
author = {Stephane V Cuisiat},
title = {Synthetic studies on the ingenane diterpenes. Construction of a tetracyclic 8-isoingenane model},
journal = {Journal of Organic Chemistry},
year = {1993},
volume = {58},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/jo00075a023},
number = {23},
pages = {6286--6291},
doi = {10.1021/jo00075a023}
}
Cite this
MLA
Copy
Rigby, James H.. “Synthetic studies on the ingenane diterpenes. Construction of a tetracyclic 8-isoingenane model.” Journal of Organic Chemistry, vol. 58, no. 23, Nov. 1993, pp. 6286-6291. https://doi.org/10.1021/jo00075a023.