volume 365 issue 23 pages 4293-4302

Yttrium‐Catalyzed Intermolecular Anti‐Markovnikov Hydroamination and Sequential Intermolecular Hydroamination/Endocyclization of Vinylsilanes

Publication typeJournal Article
Publication date2023-11-14
scimago Q1
wos Q1
SJR0.930
CiteScore8.0
Impact factor4.0
ISSN16154150, 16154169
General Chemistry
Abstract

The intermolecular anti‐Markovnikov hydroamination of vinylsilanes was achieved utilizing five silyl‐substituted ortho‐terphenoxide yttrium complexes. The highest activity was observed for the most sterically encumbered triphenylsilyl‐substituted complex. Excellent activity and complete anti‐Markonikov selectivity were obtained for a variety of benzylic and aliphatic primary and secondary amines. Interestingly, the reaction with 2‐picolylamine produced the hydroaminoalkylation product rather than the hydroamination product. Reaction of dimethyldivinylsilane resulted in a range of 1,4‐azasilinanes via sequential hydroamination/endocyclization in good yields.

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Polak L. H., Soltys J. B., Hultzsch K. C. Yttrium‐Catalyzed Intermolecular Anti‐Markovnikov Hydroamination and Sequential Intermolecular Hydroamination/Endocyclization of Vinylsilanes // Advanced Synthesis and Catalysis. 2023. Vol. 365. No. 23. pp. 4293-4302.
GOST all authors (up to 50) Copy
Polak L. H., Soltys J. B., Hultzsch K. C. Yttrium‐Catalyzed Intermolecular Anti‐Markovnikov Hydroamination and Sequential Intermolecular Hydroamination/Endocyclization of Vinylsilanes // Advanced Synthesis and Catalysis. 2023. Vol. 365. No. 23. pp. 4293-4302.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1002/adsc.202300862
UR - https://doi.org/10.1002/adsc.202300862
TI - Yttrium‐Catalyzed Intermolecular Anti‐Markovnikov Hydroamination and Sequential Intermolecular Hydroamination/Endocyclization of Vinylsilanes
T2 - Advanced Synthesis and Catalysis
AU - Polak, Lara H
AU - Soltys, John B.
AU - Hultzsch, Kai C.
PY - 2023
DA - 2023/11/14
PB - Wiley
SP - 4293-4302
IS - 23
VL - 365
SN - 1615-4150
SN - 1615-4169
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2023_Polak,
author = {Lara H Polak and John B. Soltys and Kai C. Hultzsch},
title = {Yttrium‐Catalyzed Intermolecular Anti‐Markovnikov Hydroamination and Sequential Intermolecular Hydroamination/Endocyclization of Vinylsilanes},
journal = {Advanced Synthesis and Catalysis},
year = {2023},
volume = {365},
publisher = {Wiley},
month = {nov},
url = {https://doi.org/10.1002/adsc.202300862},
number = {23},
pages = {4293--4302},
doi = {10.1002/adsc.202300862}
}
MLA
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Polak, Lara H., et al. “Yttrium‐Catalyzed Intermolecular Anti‐Markovnikov Hydroamination and Sequential Intermolecular Hydroamination/Endocyclization of Vinylsilanes.” Advanced Synthesis and Catalysis, vol. 365, no. 23, Nov. 2023, pp. 4293-4302. https://doi.org/10.1002/adsc.202300862.