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Use of MeNO2–LiClO4 in promoting a 1,2-shift in RSCI electrophilic addition to 3,3-dimethylbut-1-ene: reaction course and stereochemistry

Aleksei B Borisov 1
Aleksei B Borisov
, 
Ivan Vasil'evich Bodrikov 1
Ivan Vasil'evich Bodrikov
, 
Galina Nikolaevna Borisova 1
Galina Nikolaevna Borisova
, 
Vitaly Konstantinovich Belsky 2
Vitaly Konstantinovich Belsky
, 
William Arturovich Smit 3
William Arturovich Smit
, 
Aleksandr I Lutsenko 3
Aleksandr I Lutsenko
10.1070/MC1996v006n02ABEH000576
Published 1996-04-30
Communication , Volume 6, Issue 2, 52-53
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Borisov A. B. et al. Use of MeNO2–LiClO4 in promoting a 1,2-shift in RSCI electrophilic addition to 3,3-dimethylbut-1-ene: reaction course and stereochemistry // Mendeleev Communications. 1996. Vol. 6. No. 2. pp. 52-53.
GOST all authors (up to 50) Copy
Borisov A. B., Bodrikov I. V., Borisova G. N., Belsky V. K., Smit W. A., Lutsenko A. I. Use of MeNO2–LiClO4 in promoting a 1,2-shift in RSCI electrophilic addition to 3,3-dimethylbut-1-ene: reaction course and stereochemistry // Mendeleev Communications. 1996. Vol. 6. No. 2. pp. 52-53.
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TY - JOUR
DO - 10.1070/MC1996v006n02ABEH000576
UR - https://mendcomm.colab.ws/publications/10.1070/MC1996v006n02ABEH000576
TI - Use of MeNO2–LiClO4 in promoting a 1,2-shift in RSCI electrophilic addition to 3,3-dimethylbut-1-ene: reaction course and stereochemistry
T2 - Mendeleev Communications
AU - Borisov, Aleksei B
AU - Bodrikov, Ivan Vasil'evich
AU - Borisova, Galina Nikolaevna
AU - Belsky, Vitaly Konstantinovich
AU - Smit, William Arturovich
AU - Lutsenko, Aleksandr I
PY - 1996
DA - 1996/04/30
PB - Mendeleev Communications
SP - 52-53
IS - 2
VL - 6
ER -
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@article{1996_Borisov,
author = {Aleksei B Borisov and Ivan Vasil'evich Bodrikov and Galina Nikolaevna Borisova and Vitaly Konstantinovich Belsky and William Arturovich Smit and Aleksandr I Lutsenko},
title = {Use of MeNO2–LiClO4 in promoting a 1,2-shift in RSCI electrophilic addition to 3,3-dimethylbut-1-ene: reaction course and stereochemistry},
journal = {Mendeleev Communications},
year = {1996},
volume = {6},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1996v006n02ABEH000576},
number = {2},
pages = {52--53},
doi = {10.1070/MC1996v006n02ABEH000576}
}
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Borisov, Aleksei B., et al. “Use of MeNO2–LiClO4 in promoting a 1,2-shift in RSCI electrophilic addition to 3,3-dimethylbut-1-ene: reaction course and stereochemistry.” Mendeleev Communications, vol. 6, no. 2, Apr. 1996, pp. 52-53. https://mendcomm.colab.ws/publications/10.1070/MC1996v006n02ABEH000576.

Abstract

In the AdE reaction of RSC1 with 3,3-dimethylbut-l-ene the system MeNO2–LiClO4 serves as an efficient promoter of a 1,2-shift which occurs either simultaneously with the electrophilic addition step (π-route) or as a rearrangement of the initially-formed 1,2-adducts (σ-route) and proceeds in a highly stereoselective fashion.

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