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Synthesis of 5-Trimethylsilyl-1,4-enynes from Ethoxy(trimethylsilyl)acetylene and Mono- and Diboron Allylic Compounds

Yurii Nikolaevich Bubnov 1
Yurii Nikolaevich Bubnov
, 
Alexei V Geiderikh 1
Alexei V Geiderikh
, 
Sergei B Golovin 1
Sergei B Golovin
, 
Mikhail Evguen'evich Gurskii 1
Mikhail Evguen'evich Gurskii
, 
Marina Yu Ètinger 1
Marina Yu Ètinger
, 
Larisa I Lavrinovich 1
Larisa I Lavrinovich
, 
Peter Yuryevich Meleshkin 1
Peter Yuryevich Meleshkin
, 
Sergei V Ponomarev 1
Sergei V Ponomarev
, 
Valentina Ivanovna Zheludeva 1
Valentina Ivanovna Zheludeva
10.1070/MC1994v004n02ABEH000346
Published 1994-04-30
Communication , Volume 4, Issue 2, 55-57
2
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Bubnov Y. N. et al. Synthesis of 5-Trimethylsilyl-1,4-enynes from Ethoxy(trimethylsilyl)acetylene and Mono- and Diboron Allylic Compounds // Mendeleev Communications. 1994. Vol. 4. No. 2. pp. 55-57.
GOST all authors (up to 50) Copy
Bubnov Y. N., Geiderikh A. V., Golovin S. B., Gurskii M. E., Ètinger M. Yu., Lavrinovich L. I., Meleshkin P. Y., Ponomarev S. V., Zheludeva V. I. Synthesis of 5-Trimethylsilyl-1,4-enynes from Ethoxy(trimethylsilyl)acetylene and Mono- and Diboron Allylic Compounds // Mendeleev Communications. 1994. Vol. 4. No. 2. pp. 55-57.
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TY - JOUR
DO - 10.1070/MC1994v004n02ABEH000346
UR - https://mendcomm.colab.ws/publications/10.1070/MC1994v004n02ABEH000346
TI - Synthesis of 5-Trimethylsilyl-1,4-enynes from Ethoxy(trimethylsilyl)acetylene and Mono- and Diboron Allylic Compounds
T2 - Mendeleev Communications
AU - Bubnov, Yurii Nikolaevich
AU - Geiderikh, Alexei V
AU - Golovin, Sergei B
AU - Gurskii, Mikhail Evguen'evich
AU - Ètinger, Marina Yu
AU - Lavrinovich, Larisa I
AU - Meleshkin, Peter Yuryevich
AU - Ponomarev, Sergei V
AU - Zheludeva, Valentina Ivanovna
PY - 1994
DA - 1994/04/30
PB - Mendeleev Communications
SP - 55-57
IS - 2
VL - 4
ER -
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@article{1994_Bubnov,
author = {Yurii Nikolaevich Bubnov and Alexei V Geiderikh and Sergei B Golovin and Mikhail Evguen'evich Gurskii and Marina Yu Ètinger and Larisa I Lavrinovich and Peter Yuryevich Meleshkin and Sergei V Ponomarev and Valentina Ivanovna Zheludeva},
title = {Synthesis of 5-Trimethylsilyl-1,4-enynes from Ethoxy(trimethylsilyl)acetylene and Mono- and Diboron Allylic Compounds},
journal = {Mendeleev Communications},
year = {1994},
volume = {4},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1994v004n02ABEH000346},
number = {2},
pages = {55--57},
doi = {10.1070/MC1994v004n02ABEH000346}
}
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Bubnov, Yurii Nikolaevich, et al. “Synthesis of 5-Trimethylsilyl-1,4-enynes from Ethoxy(trimethylsilyl)acetylene and Mono- and Diboron Allylic Compounds.” Mendeleev Communications, vol. 4, no. 2, Apr. 1994, pp. 55-57. https://mendcomm.colab.ws/publications/10.1070/MC1994v004n02ABEH000346.

Abstract

Allylic boranes and diboranes add to ethoxy(trimethylsilyl)acetylene with full rearrangement of the allylic moiety to give a series of new trimethylsilyl-substituted cyclic and acyclic 1,4-enynes and polyenynes with a terminal double bond.

References

1.
A Convenient Synthesis of 1,4-Pentenynes (Allylacetylenes) via Allylboranes
Bubnov Y.N., Tsyban' A.V., Mikhailov B.M.
Synthesis, 1980
2.
10.1070/MC1994v004n02ABEH000346_bib2
Ponomarev
Izv. Akad. Nauk SSSR., Ser. Khim., 1981
3.
Allylboranes - molecular design
Bubnov Y.N.
Pure and Applied Chemistry, 1987
4.
10.1070/MC1994v004n02ABEH000346_bib4
Bubnov
Metalloorg. Khim., 1989