First direct deprotonation-electrophile trapping of simple epoxides:: Synthesis of α,β-epoxysilanes from terminal epoxides

被引：43

作者：

Hodgson, DM ^{[1
]}

Norsikian, SLM ^{[1
]}

机构：

[1] Univ Oxford, Dyson Perrins Lab, Dept Chem, Oxford OX1 3QY, England

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 03期

关键词：

D O I：

10.1021/ol006948f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The presence of a suitable diamine ligand is the key to achieving ring lithiation-substitution of epoxides without the need for activating substituents on the epoxide and constitutes a new synthetic entry to trans-alpha,beta -epoxysilanes.

引用

页码：461 / 463

页数：3

共 40 条

[31] Direct synthesis and characterization of site specific deoxyguanosyl and deoxyadenosyl adducts derived from the binding of PAH diol epoxides to oligonucleotides.
Amin, S
Laryea, A
Cosman, M
Liu, T
Xu, R
Dwarakanath, S
Mao, B
Smirnov, S
Harvey, RG
Hecht, SS
Geacintov, NE
POLYCYCLIC AROMATIC COMPOUNDS, 1996, 10 (1-4) : 137 - 144
[32] Renewable N-doped active carbons as efficient catalysts for direct synthesis of cyclic carbonates from epoxides and CO2
Samikannu, Ajaikumar
Konwar, Lakhya Jyoti
Maki-Arvela, Paivi
Mikkola, Jyri-Pekka
APPLIED CATALYSIS B-ENVIRONMENTAL, 2019, 241 : 41 - 51
[33] Synthesis of chiral non-racemic 1,2-diamines from O-acetyl mandelic acid:: application in enantioselective deprotonation of epoxides and diethylzinc addition to aldehydes
Saravanan, P
Bisai, A
Baktharaman, S
Chandrasekhar, M
Singh, VK
TETRAHEDRON, 2002, 58 (23) : 4693 - 4706
[34] A New Quaternized Chitosan-Based Catalyst Obtained by an Environmentally-Friendly Synthesis Route for Green Production of Carbonated Molecules from Terminal Epoxides
Inciarte, Helen C.
Cortes, Natalia
Echeverri, David A.
Rios, Luis A.
JOURNAL OF POLYMERS AND THE ENVIRONMENT, 2025, : 1742 - 1757
[35] Synthesis of Cyclic Carbonates from Epoxides and CO2 under Mild Conditions Using a Simple, Highly Efficient Niobium-Based Catalyst
Monassier, Antoine
D'Elia, Valerio
Cokoja, Mirza
Dong, Hailin
Pelletier, Jeremie D. A.
Basset, Jean-Marie
Kuehn, Fritz E.
CHEMCATCHEM, 2013, 5 (06) : 1321 - 1324
[36] First Photocatalytic Synthesis of Cyclic Carbonates from CO2 and Epoxides Using CoPc/TiO2 Hybrid under Mild Conditions
Prajapati, Pankaj Kumar
Kumar, Anurag
Jain, Suman Lata
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2018, 6 (06): : 7799 - 7809
[37] Salophen-Type Schiff Bases Functionalized with Pyridinium Halide Units as Metal-Free Catalysts for Synthesis of Cyclic Carbonates from Carbon Dioxide and Terminal Epoxides
Kawka, Aleksandra
Bester, Karol
Bukowska, Agnieszka
Bukowski, Wiktor
CATALYSTS, 2024, 14 (10)
[38] Sustainable Synthesis of Cyclic Carbonates from Terminal Epoxides by a Highly Efficient CaI2/1,3-Bis[tris(hydroxymethyl)-methylamino]propane Catalyst
Liu, Kuan-Ting
Chuang, Jia-Yu
Jeng, Ru-Jong
Leung, Man-kit
ACS OMEGA, 2021, 6 (41): : 27279 - 27287
[39] SIMPLE SYNTHESIS OF 1-AMINO-1-CYCLOPROPANECARBOXYLIC ACIDS FROM TERT-BUTYL ISOCYANOACETATE AND EPOXIDES - SYNTHESIS OF ALKYL 5,6-DIHYDRO-4H-1,3-OXAZINE-4-CARBOXYLATES
SCHOLLKOPF, U
HUPFELD, B
GULL, R
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (08): : 754 - 755
[40] Convenient synthesis of cyclic carbonates from CO2 and epoxides by simple secondary and primary ammonium iodides as metal-free catalysts under mild conditions and its application to synthesis of polymer bearing cyclic carbonate moiety
Aoyagi, Naoto
Furusho, Yoshio
Endo, Takeshi
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2013, 51 (05) : 1230 - 1242

← 1 2 3 4 →