Straightforward synthesis of enantiomerically pure 1,2,3-triazoles derived from amino esters

被引：16

作者：

Silveira-Dorta, Gaston ^{[1
]}

Jana, Sampad ^{[1
]}

Borkova, Lucie ^{[2
]}

Thomas, Joice ^{[1
]}

Dehaen, Wim ^{[1
]}

机构：

[1] Katholieke Univ Leuven, Dept Chem, Mol Design & Synth, Celestijnenlaan 200F, B-3001 Leuven, Belgium

[2] Palacky Univ Olomouc, Fac Med & Dent, Inst Mol & Translat Med, Hnevotinska 1333-5, Olomouc 77900, Czech Republic

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 17期

关键词：

ACID; CYCLOADDITION; KETONES; ALKYNES; AZIDES;

D O I：

10.1039/c8ob00533h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical and straightforward approach that enables, for the first time, the synthesis of enantiomerically pure 1,4,5-trisubstituted, 1,5-disubstituted, and fused 1,2,3-triazole derivatives has been developed. The synthesis employs enantiomerically pure amino esters derived from amino acids and commercially available ketones under metal-free conditions.

引用

页码：3168 / 3176

页数：9

共 50 条

[41] Selective Synthesis of Functionally Substituted 1,2,3-Triazoles
T. V. Golobokova
A. G. Proidakov
V. N. Kizhnyaev
Russian Journal of Organic Chemistry, 2020, 56 : 446 - 453
[42] "Click" Synthesis of Nonsymmetrical Bis(1,2,3-triazoles)
Aizpurua, Jesus M.
Azcune, Itxaso
Fratila, Raluca M.
Balentova, Eva
Sagartzazu-Aizpurua, Maialen
Miranda, Jose I.
ORGANIC LETTERS, 2010, 12 (07) : 1584 - 1587
[43] A Straightforward Sequential Approach for the Enantioselective Synthesis of Optically Active α-Arylmethanol-1,2,3-Triazoles
Andrade, Floyd C. D.
Pugnal, Lucas V. B. L.
Betim, Hugo L. I.
Vani, Jessica F.
Zukerman-Schpector, Julio
Schwab, Ricardo S.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (40) : 5467 - 5476
[44] Regioselective Synthesis of Fluorosulfonyl 1,2,3-Triazoles from Bromovinylsulfonyl Fluoride
Thomas, Joice
Fokin, Valery V.
ORGANIC LETTERS, 2018, 20 (13) : 3749 - 3752
[45] New Methods for Synthesis of 1,2,3-Triazoles: A Review
Nemallapudi, Bakthavatchala Reddy
Guda, Dinneswara Reddy
Ummadi, Nagarjuna
Avula, Balakrishna
Zyryanov, Grigory V.
Reddy, Cirandur Suresh
Gundala, Sravya
POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (06) : 3874 - 3892
[46] Green synthesis of substituted 1,2,3-triazoles (student)
Raikevitch, Cathleen
Kellen-Yuen, Cynthia
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 231
[47] Tandem synthesis of 1-formyl-1,2,3-triazoles
Fletcher, James T.
Christensen, Joseph A.
Villa, Eric M.
TETRAHEDRON LETTERS, 2017, 58 (47) : 4450 - 4454
[48] SYNTHESIS OF PROPENYL-SUBSTITUTED 1,2,3-TRIAZOLES
SHATALOV, GV
KRIVTSOV, VP
MIKHANTYEV, BI
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1981, (04): : 565 - 565
[49] Selective Synthesis of Functionally Substituted 1,2,3-Triazoles
Golobokova, T. V.
Proidakov, A. G.
Kizhnyaev, V. N.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 56 (03) : 446 - 453
[50] 1,2,3-Triazoles by Click Chemistry using Azido Esters as a Precursor
Kumari, Dimple
Banerjee, Shaibal
PROPELLANTS EXPLOSIVES PYROTECHNICS, 2020, 45 (12) : 1845 - 1852

← 1 2 3 4 5 →