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Regio- and Stereoselective Preparation of 3-Trimethylsilylallylic Alcohols by Solvolysis of 2-Trimethylsilylic Derivatives of 1-Bromo- and 1,1-Dibromocyclo-propanes in the Presence of CuSO4

Olga Semionovna Korneva 1
Olga Semionovna Korneva
, 
Leonid Gennad'evich Menchikov 1
Leonid Gennad'evich Menchikov
, 
Elena S Koltun 2
Elena S Koltun
, 
Oleg Matveevich Nefedov 1
Oleg Matveevich Nefedov
10.1070/MC1995v005n04ABEH000492
Published 1995-08-31
Communication , Volume 5, Issue 4, 135-135
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Korneva O. S. et al. Regio- and Stereoselective Preparation of 3-Trimethylsilylallylic Alcohols by Solvolysis of 2-Trimethylsilylic Derivatives of 1-Bromo- and 1,1-Dibromocyclo-propanes in the Presence of CuSO4 // Mendeleev Communications. 1995. Vol. 5. No. 4. pp. 135-135.
GOST all authors (up to 50) Copy
Korneva O. S., Menchikov L. G., Koltun E. S., Nefedov O. M. Regio- and Stereoselective Preparation of 3-Trimethylsilylallylic Alcohols by Solvolysis of 2-Trimethylsilylic Derivatives of 1-Bromo- and 1,1-Dibromocyclo-propanes in the Presence of CuSO4 // Mendeleev Communications. 1995. Vol. 5. No. 4. pp. 135-135.
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TY - JOUR
DO - 10.1070/MC1995v005n04ABEH000492
UR - https://mendcomm.colab.ws/publications/10.1070/MC1995v005n04ABEH000492
TI - Regio- and Stereoselective Preparation of 3-Trimethylsilylallylic Alcohols by Solvolysis of 2-Trimethylsilylic Derivatives of 1-Bromo- and 1,1-Dibromocyclo-propanes in the Presence of CuSO4
T2 - Mendeleev Communications
AU - Korneva, Olga Semionovna
AU - Menchikov, Leonid Gennad'evich
AU - Koltun, Elena S
AU - Nefedov, Oleg Matveevich
PY - 1995
DA - 1995/08/31
PB - Mendeleev Communications
SP - 135-135
IS - 4
VL - 5
ER -
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@article{1995_Korneva,
author = {Olga Semionovna Korneva and Leonid Gennad'evich Menchikov and Elena S Koltun and Oleg Matveevich Nefedov},
title = {Regio- and Stereoselective Preparation of 3-Trimethylsilylallylic Alcohols by Solvolysis of 2-Trimethylsilylic Derivatives of 1-Bromo- and 1,1-Dibromocyclo-propanes in the Presence of CuSO4},
journal = {Mendeleev Communications},
year = {1995},
volume = {5},
publisher = {Mendeleev Communications},
month = {Aug},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1995v005n04ABEH000492},
number = {4},
pages = {135--135},
doi = {10.1070/MC1995v005n04ABEH000492}
}
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Korneva, Olga Semionovna, et al. “Regio- and Stereoselective Preparation of 3-Trimethylsilylallylic Alcohols by Solvolysis of 2-Trimethylsilylic Derivatives of 1-Bromo- and 1,1-Dibromocyclo-propanes in the Presence of CuSO4.” Mendeleev Communications, vol. 5, no. 4, Aug. 1995, pp. 135-135. https://mendcomm.colab.ws/publications/10.1070/MC1995v005n04ABEH000492.

Abstract

The interaction of 1-bromo- and 1,1-dibromocyclopropanes with an equimolar quantity of CuSO4 in a DMSO–water mixture (molar ratio halocyclopropane:CuSO4·5H2O:DMSO:H2O = 1:1:10–12:14–16) proceeds via cleavage of the three-membered ring to selectively give the most thermodynamically stable isomers of the corresponding 3-trimethylsilyl-substituted allylic or 2-bromoallylic alcohols.

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