Enantiospecific synthesis of (+)-(R)-1-phenyl-3-methyl-1,2,4,5-tetrahydrobenz[d]azepine from (+)-(S)-N-methyl-1-phenyl ethanolamine (halostachine) via arene chromium tricarbonyl methodology
1
The Dyson Perrins Laboratory, South Parks Road, Oxford OX1 3QY, UK, Great Britain
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2
Glaxo Group Research, Ware, Herts, SG12 0DJ, UK, Great Britain
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Publication type: Journal Article
Publication date: 1989-01-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Acid promoted cyclisation of homochiral (R)-N-(3,4-dimethoxyphenethyl) halostachine chromium tricarbonyl is stereospecific, proceeding with retention of configuration, to afford, after decomplexation, homochiral (+)-(R)-1-phenyl-3-methyl-1,2,4,5-tetrahydrobenz[d]azepine.
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Total citations:
39
Citations from 2024:
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(7.69%)
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GOST
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Coote S. J. et al. Enantiospecific synthesis of (+)-(R)-1-phenyl-3-methyl-1,2,4,5-tetrahydrobenz[d]azepine from (+)-(S)-N-methyl-1-phenyl ethanolamine (halostachine) via arene chromium tricarbonyl methodology // Tetrahedron Letters. 1989. Vol. 30. No. 27. pp. 3581-3588.
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Coote S. J., Davies S. J., Middlemiss D., Naylor A. Enantiospecific synthesis of (+)-(R)-1-phenyl-3-methyl-1,2,4,5-tetrahydrobenz[d]azepine from (+)-(S)-N-methyl-1-phenyl ethanolamine (halostachine) via arene chromium tricarbonyl methodology // Tetrahedron Letters. 1989. Vol. 30. No. 27. pp. 3581-3588.
Cite this
RIS
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TY - JOUR
DO - 10.1016/S0040-4039(00)99447-4
UR - https://doi.org/10.1016/S0040-4039(00)99447-4
TI - Enantiospecific synthesis of (+)-(R)-1-phenyl-3-methyl-1,2,4,5-tetrahydrobenz[d]azepine from (+)-(S)-N-methyl-1-phenyl ethanolamine (halostachine) via arene chromium tricarbonyl methodology
T2 - Tetrahedron Letters
AU - Coote, Steven J.
AU - Davies, Stephen J.
AU - Middlemiss, David
AU - Naylor, Alan
PY - 1989
DA - 1989/01/01
PB - Elsevier
SP - 3581-3588
IS - 27
VL - 30
SN - 0040-4039
SN - 1873-3581
ER -
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BibTex (up to 50 authors)
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@article{1989_Coote,
author = {Steven J. Coote and Stephen J. Davies and David Middlemiss and Alan Naylor},
title = {Enantiospecific synthesis of (+)-(R)-1-phenyl-3-methyl-1,2,4,5-tetrahydrobenz[d]azepine from (+)-(S)-N-methyl-1-phenyl ethanolamine (halostachine) via arene chromium tricarbonyl methodology},
journal = {Tetrahedron Letters},
year = {1989},
volume = {30},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/S0040-4039(00)99447-4},
number = {27},
pages = {3581--3588},
doi = {10.1016/S0040-4039(00)99447-4}
}
Cite this
MLA
Copy
Coote, Steven J., et al. “Enantiospecific synthesis of (+)-(R)-1-phenyl-3-methyl-1,2,4,5-tetrahydrobenz[d]azepine from (+)-(S)-N-methyl-1-phenyl ethanolamine (halostachine) via arene chromium tricarbonyl methodology.” Tetrahedron Letters, vol. 30, no. 27, Jan. 1989, pp. 3581-3588. https://doi.org/10.1016/S0040-4039(00)99447-4.