Home / Publications / Preparation of linearly fused 6-6-5 and 6-5-5 carbotricyclic ring systems related to the natural polyquinanes

Preparation of linearly fused 6-6-5 and 6-5-5 carbotricyclic ring systems related to the natural polyquinanes

Irina K Sagamanova 1
Irina K Sagamanova
, 
Vasily Viktorovich Tumanov 2
Vasily Viktorovich Tumanov
, 
William Arturovich Smit 2
William Arturovich Smit
, 
Georgy Valer'evich Zatonsky 2
Georgy Valer'evich Zatonsky
10.1016/j.mencom.2008.07.011
Published 2008-07-17
Communication , Volume 18, Issue 4, 203-204
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Sagamanova I. K. et al. Preparation of linearly fused 6-6-5 and 6-5-5 carbotricyclic ring systems related to the natural polyquinanes // Mendeleev Communications. 2008. Vol. 18. No. 4. pp. 203-204.
GOST all authors (up to 50) Copy
Sagamanova I. K., Tumanov V. V., Smit W. A., Zatonsky G. V. Preparation of linearly fused 6-6-5 and 6-5-5 carbotricyclic ring systems related to the natural polyquinanes // Mendeleev Communications. 2008. Vol. 18. No. 4. pp. 203-204.
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TY - JOUR
DO - 10.1016/j.mencom.2008.07.011
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.07.011
TI - Preparation of linearly fused 6-6-5 and 6-5-5 carbotricyclic ring systems related to the natural polyquinanes
T2 - Mendeleev Communications
AU - Sagamanova, Irina K
AU - Tumanov, Vasily Viktorovich
AU - Smit, William Arturovich
AU - Zatonsky, Georgy Valer'evich
PY - 2008
DA - 2008/07/17
PB - Mendeleev Communications
SP - 203-204
IS - 4
VL - 18
ER -
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@article{2008_Sagamanova,
author = {Irina K Sagamanova and Vasily Viktorovich Tumanov and William Arturovich Smit and Georgy Valer'evich Zatonsky},
title = {Preparation of linearly fused 6-6-5 and 6-5-5 carbotricyclic ring systems related to the natural polyquinanes},
journal = {Mendeleev Communications},
year = {2008},
volume = {18},
publisher = {Mendeleev Communications},
month = {Jul},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.07.011},
number = {4},
pages = {203--204},
doi = {10.1016/j.mencom.2008.07.011}
}
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Sagamanova, Irina K., et al. “Preparation of linearly fused 6-6-5 and 6-5-5 carbotricyclic ring systems related to the natural polyquinanes.” Mendeleev Communications, vol. 18, no. 4, Jul. 2008, pp. 203-204. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.07.011.

Keywords

6-5-5 tricyclics
6-6-5 tricyclics
one-pot reaction
Pauson-Khand cyclization

Abstract

A short pathway to the formation of the title framework is elaborated via (i) the tandem addition of arylsulfenium chloride and 1-siloxycycloalkenes across the double bond of dicobalthexacarbonyl complex of vinylacetylene, (ii) the diastereoselective Grignard reaction at the carbonyl group of the formed adducts; and (iii) the Pauson–Khand cyclization of 1,6- or 1,7-enyne precursors thus prepared.

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