Home / Publications / Regioselectivity of 1,1-dimethylallene allylboration: synthesis of isomeric 6- and 7-methylene-3-borabicyclo[3.3.1]nonanes

Regioselectivity of 1,1-dimethylallene allylboration: synthesis of isomeric 6- and 7-methylene-3-borabicyclo[3.3.1]nonanes

Sergey Yuryevich Erdyakov 1
Sergey Yuryevich Erdyakov
, 
Mikhail Evguen'evich Gurskii 1
Mikhail Evguen'evich Gurskii
, 
Anatolii Victorovich Ignatenko 1
Anatolii Victorovich Ignatenko
, 
Yurii Nikolaevich Bubnov 2
Yurii Nikolaevich Bubnov
10.1070/MC2004v014n06ABEH002053
Published 2004-12-17
Communication , Volume 14, Issue 6, 242-244
10
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Erdyakov S. Y. et al. Regioselectivity of 1,1-dimethylallene allylboration: synthesis of isomeric 6- and 7-methylene-3-borabicyclo[3.3.1]nonanes // Mendeleev Communications. 2004. Vol. 14. No. 6. pp. 242-244.
GOST all authors (up to 50) Copy
Erdyakov S. Y., Gurskii M. E., Ignatenko A. V., Bubnov Y. N. Regioselectivity of 1,1-dimethylallene allylboration: synthesis of isomeric 6- and 7-methylene-3-borabicyclo[3.3.1]nonanes // Mendeleev Communications. 2004. Vol. 14. No. 6. pp. 242-244.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1070/MC2004v014n06ABEH002053
UR - https://mendcomm.colab.ws/publications/10.1070/MC2004v014n06ABEH002053
TI - Regioselectivity of 1,1-dimethylallene allylboration: synthesis of isomeric 6- and 7-methylene-3-borabicyclo[3.3.1]nonanes
T2 - Mendeleev Communications
AU - Erdyakov, Sergey Yuryevich
AU - Gurskii, Mikhail Evguen'evich
AU - Ignatenko, Anatolii Victorovich
AU - Bubnov, Yurii Nikolaevich
PY - 2004
DA - 2004/12/17
PB - Mendeleev Communications
SP - 242-244
IS - 6
VL - 14
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2004_Erdyakov,
author = {Sergey Yuryevich Erdyakov and Mikhail Evguen'evich Gurskii and Anatolii Victorovich Ignatenko and Yurii Nikolaevich Bubnov},
title = {Regioselectivity of 1,1-dimethylallene allylboration: synthesis of isomeric 6- and 7-methylene-3-borabicyclo[3.3.1]nonanes},
journal = {Mendeleev Communications},
year = {2004},
volume = {14},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2004v014n06ABEH002053},
number = {6},
pages = {242--244},
doi = {10.1070/MC2004v014n06ABEH002053}
}
MLA
Cite this
MLA Copy
Erdyakov, Sergey Yuryevich, et al. “Regioselectivity of 1,1-dimethylallene allylboration: synthesis of isomeric 6- and 7-methylene-3-borabicyclo[3.3.1]nonanes.” Mendeleev Communications, vol. 14, no. 6, Dec. 2004, pp. 242-244. https://mendcomm.colab.ws/publications/10.1070/MC2004v014n06ABEH002053.

Abstract

A dramatical difference in the stereoselectivity of 1,1-dimethylallene allylboration with allyl(chloro)- and triallylboranes has been revealed and applied to the synthesis of isomeric 7-methylene-6,6-dimethyl- and 6-(1-methylethylidene)-3-borabicyclo[3.3.1]-nonanes.

References

1.
10.1070/MC2004v014n06ABEH002053_bib1
Mikhailov
Organoboron Compounds in Organic Synthesis, 1984
2.
10.1070/MC2004v014n06ABEH002053_bib2
Mikhailov
Izv. Akad. Nauk SSSR, Ser. Khim., 1979
3.
10.1070/MC2004v014n06ABEH002053_bib3_1
Kuznetsov
Abstracts ofthe 11th International Conference on Boron Chemistry, IMEBORON XI, 2002
4.
Allylboration of Alkenes with Allyldihaloboranes
Singleton D.A., Waller S.C., Zhang Z., Frantz D.E., Leung S.
Journal of the American Chemical Society, 1996
5.
10.1070/MC2004v014n06ABEH002053_bib4
Mikhailov
Dokl. Akad. Nauk SSSR, 1972
6.
10.1070/MC2004v014n06ABEH002053_bib5
Mikhailov
Izv. Akad. Nauk SSSR, Ser. Khim., 1974
7.
Reactions of allylboranes with unsaturated compounds
Mikhailov B.M.
Pure and Applied Chemistry, 1974