- Ouverture regioselective d'epoxydes par Me3SiN3 catalysee par Ti(O.iPr)4
-
Ti(O-iPr)4 catalyzes the ring opening reaction of functionnalised epoxides with Me3SiN3 in a highly regioselective manner.
- Sinou, Denis,Emziane, Mohamed
-
-
Read Online
- Tetraphenylstibonium Hydroxide-Catalyzed Reaction of Trimethylsilyl Azide with Oxiranes
-
Tetraphenylstibonium hydroxide was an effective catalyst for the reaction of trimethylsilyl azide with oxiranes to give silylated vicinal azidohydrins.This azidation reaction was chemoselective to the oxirane moieties, while aldehyde was tolerable under t
- Fujiwara, Masahiro,Tanaka, Mutsuo,Baba, Akio,Ando, Hisanori,Souma, Yoshie
-
-
Read Online
- A Hafnium-Based Metal-Organic Framework as a Nature-Inspired Tandem Reaction Catalyst
-
Tandem catalytic systems, often inspired by biological systems, offer many advantages in the formation of highly functionalized small molecules. Herein, a new metal-organic framework (MOF) with porphyrinic struts and Hf6 nodes is reported. This MOF demonstrates catalytic efficacy in the tandem oxidation and functionalization of styrene utilizing molecular oxygen as a terminal oxidant. The product, a protected 1,2-aminoalcohol, is formed selectively and with high efficiency using this recyclable heterogeneous catalyst. Significantly, the unusual regioselective transformation occurs only when an Fe-decorated Hf6 node and the Fe-porphyrin strut work in concert. This report is an example of concurrent orthogonal tandem catalysis.
- Beyzavi, M. Hassan,Vermeulen, Nicolaas A.,Howarth, Ashlee J.,Tussupbayev, Samat,League, Aaron B.,Schweitzer, Neil M.,Gallagher, James R.,Platero-Prats, Ana E.,Hafezi, Nema,Sarjeant, Amy A.,Miller, Jeffrey T.,Chapman, Karena W.,Stoddart, J. Fraser,Cramer, Christopher J.,Hupp, Joseph T.,Farha, Omar K.
-
supporting information
p. 13624 - 13631
(2015/11/10)
-
- A waste-minimized protocol for the preparation of 1,2-azido alcohols and 1,2-amino alcohols
-
Under solvent-free conditions the reaction of epoxides 1a-i with trimethylsilylazide (2) catalyzed by polystiryl-supported fluoride (PS-DABCOF2) has led to the efficient preparation of the corresponding O-TMS protected 1,2-azido alcohols 3a-i that, by treatment with Dowex-H, gave the related 1,2-azido alcohols 4a-i in excellent yields (83-99% and 82-96%, respectively). The use of a flow procedure has allowed us to significantly minimize waste in the preparation of representative 1,2-azido alcohols 4a, 4c and 4i that have been obtained with E-factors of 1.6, 2.1, and 1.9, respectively. The 1,2-amino alcohols 5a, 5c and 5f have been also prepared, in quantitative yields, by reduction of the corresponding O-TMS protected 1,2-azido alcohols 3a, 3c, and 3f by Pd on the Al2O3/HCOOH system.
- Ballerini, Eleonora,Crotti, Paolo,Frau, Ileana,Lanari, Daniela,Pizzo, Ferdinando,Vaccaro, Luigi
-
supporting information
p. 2394 - 2400
(2013/09/12)
-
- Efficient ring opening of epoxides with trimethylsilyl azide and cyanide catalyzed by erbium(III) triflate
-
Epoxides can be opened under neutral conditions with TMSN3 and TMSCN in the presence of catalytic amounts of Lewis acid, affording the corresponding ring-opened compounds in high yields.
- Procopio, Antonio,Costanzo, Paola,Dalpozzo, Renato,Maiuolo, Loredana,Nardi, Monica,Oliverio, Manuela
-
supporting information; experimental part
p. 5150 - 5153
(2010/11/18)
-
- Modular, active, and robust lewis acid catalysts supported on a metal-organic framework
-
Metal-organic frameworks (MOFs) have shown promise as heterogeneous catalysts because of their high crystallinity, uniform pores, and ability to be chemically and physically tuned for specific chemical transformations. One of the challenges with MOF-based
- Tanabe, Kristine K.,Cohen, Seth M.
-
experimental part
p. 6766 - 6774
(2010/09/17)
-
- HIGHLY REGIO AND CHEMOSELECTIVE RING OPENING OF EPOXIDES WITH TRIMETHYLSILYL AZIDE IN THE PRESENCE OF ALUMINIUM ISOPROPOXIDE AND TITANIUM ISOPROPOXIDE
-
The ring-opening of functionalized epoxides with trimethylsilyl azide in the presence of a catalytic amount of Ti(O-i-Pr)4 or Al(O-i-Pr)3 is described.The reaction is stereospecific and highly regiospecific, leading generally to the formation of the carbon-azido bond on the less substituted carbon.The mechanism of this reaction is also discussed.
- Sutowardoyo, Kun I.,Emziane, Mohamed,Lhoste, Paul,Sinou, Denis
-
p. 1435 - 1446
(2007/10/02)
-
- SYNTHESIS OF AN AROMATIC HYDROCARBON DIOL EPOXIDE-CYTOSINE ADDUCT, 5'-O-(9-PHENYLXANTHEN-9-YL)-N4--2'-DEOXYCYTIDINE, SUITABLE FOR INCORPORATION INTO SYNTHETIC OLIGODEOXYRIBONUCLEOTIDES
-
The first total synthesis of a model polyaromatic hydrocarbon diol epoxide-cytosine adduct is described, suitable for incorporation into oligodeoxyribonucleotide synthesis.An approach to control the relative stereochemistry of the diol epoxide-nucleoside
- Smith, Clive A.,Harper, Andrea E.,Coombs, Maurice M.
-
p. 2745 - 2750
(2007/10/02)
-