Lithium Bromide: A Versatile Reagent in Organic Synthesis
Publication type: Journal Article
Publication date: 2005-04-20
scimago Q3
wos Q3
SJR: 0.437
CiteScore: 3.3
Impact factor: 1.4
ISSN: 09365214, 14372096
Organic Chemistry
Abstract
(A) LiBr catalyzes the nucleophilic ring opening of epoxides with various aliphatic and aromatic amines to give b-amino alcohols. Aromatic and aliphatic amines react with cyclohexene oxides, providing exclusive formation of trans-2-aryl(alkyl)aminocycloalkanols in high yields. Excellent (98‐100%) selectivity in favor of nucleophilic attack at the benzylic carbon of styrene oxide is observed with aromatic amines. The chelation effect of the Li + ion enables selective opening of the epoxide ring in 3-phenoxypropylene oxide in the presence of styrene oxide. 1
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12
Total citations:
12
Citations from 2024:
2
(16.67%)
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TY - JOUR
DO - 10.1055/s-2005-865222
UR - https://doi.org/10.1055/s-2005-865222
TI - Lithium Bromide: A Versatile Reagent in Organic Synthesis
T2 - Synlett
AU - Rudrawar, Santosh
PY - 2005
DA - 2005/04/20
PB - Georg Thieme Verlag KG
SP - 1197-1198
IS - 7
SN - 0936-5214
SN - 1437-2096
ER -
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@article{2005_Rudrawar,
author = {Santosh Rudrawar},
title = {Lithium Bromide: A Versatile Reagent in Organic Synthesis},
journal = {Synlett},
year = {2005},
publisher = {Georg Thieme Verlag KG},
month = {apr},
url = {https://doi.org/10.1055/s-2005-865222},
number = {7},
pages = {1197--1198},
doi = {10.1055/s-2005-865222}
}