Allyl Ethers in the Thiol-ene Reaction

2003 ◽  
pp. 65-75 ◽  
Author(s):  
Ingemar Carlsson ◽  
Adrian Harden ◽  
Stefan Lundmark ◽  
Ana Manea ◽  
Nicola Rehnberg ◽  
...  
Keyword(s):  
Ene Reaction ◽  
Allyl Ethers

Study on the "Tin-Ene" Reaction of α-Bromoacetophenone and Metallic Tin With Aldehydes

1996 ◽  
Vol 24 (4) ◽  
pp. 769-775
Author(s):  
Jing-Yao Zhou ◽  
Yu Jia ◽  
Qiu-Yi Shao ◽  
Shi-Hui Wu
Keyword(s):  
Ene Reaction

TUNING PROPERTIES AND MORPHOLOGY IN HIGH VINYL CONTENT SBS BLOCK COPOLYMER, A THERMOPLASTIC ELASTOMER VIA THIOL-ENE MODIFICATION

2017 ◽  
Vol 90 (3) ◽  
pp. 550-561 ◽  
Author(s):  
Prithwiraj Mandal ◽  
Siva Ponnupandian ◽  
Soumyadip Choudhury ◽  
Nikhil K. Singha
Keyword(s):  
Block Copolymer ◽  
Thermoplastic Elastomer ◽  
Atomic Force Microscopy Analysis ◽  
Ene Reaction ◽  
Force Microscopy ◽  
Atomic Force ◽  
Microscopy Analysis ◽  
Styrene Butadiene Styrene ◽  
Styrene Butadiene ◽  
Butadiene Styrene

ABSTRACT Thiol-ene modification of high vinyl content thermoplastic elastomeric styrene butadiene styrene (SBS) block copolymer (BCP) was carried out using different thiolating agents in toluene at 70 °C. 1H NMR analysis confirmed the participation of vinyl double bond in the thiol-ene modification reaction of SBS. Surface morphology of the block copolymers evaluated by atomic force microscopy analysis showed higher roughness after the thiol-ene reaction. The thiol-modified SBS block copolymer showed better adhesion strength and oil resistance properties than the pristine SBS.

scholarly journals Antioxidant Network Based on Sulfonated Polyhydroxyalkanoate and Tannic Acid Derivative

2021 ◽  
Vol 8 (1) ◽  
pp. 9
Author(s):  
Laura Brelle ◽  
Estelle Renard ◽  
Valerie Langlois
Keyword(s):  
Gallic Acid ◽  
Tannic Acid ◽  
Water Soluble ◽  
Gel Formation ◽  
Ene Reaction ◽  
Inorganic Cations ◽  
Medium Chain Length ◽  
Physically Crosslinked ◽  
The Stability ◽  
Derivatives Of

A novel generation of gels based on medium chain length poly(3-hydroxyalkanoate)s, mcl-PHAs, were developed by using ionic interactions. First, water soluble mcl-PHAs containing sulfonate groups were obtained by thiol-ene reaction in the presence of sodium-3-mercapto-1-ethanesulfonate. Anionic PHAs were physically crosslinked by divalent inorganic cations Ca2+, Ba2+, Mg2+ or by ammonium derivatives of gallic acid GA-N(CH3)3+ or tannic acid TA-N(CH3)3+. The ammonium derivatives were designed through the chemical modification of gallic acid GA or tannic acid TA with glycidyl trimethyl ammonium chloride (GTMA). The results clearly demonstrated that the formation of the networks depends on the nature of the cations. A low viscoelastic network having an elastic around 40 Pa is formed in the presence of Ca2+. Although the gel formation is not possible in the presence of GA-N(CH3)3+, the mechanical properties increased in the presence of TA-N(CH3)3+ with an elastic modulus G’ around 4200 Pa. The PHOSO3−/TA-N(CH3)3+ gels having antioxidant activity, due to the presence of tannic acid, remained stable for at least 5 months. Thus, the stability of these novel networks based on PHA encourage their use in the development of active biomaterials.

scholarly journals Transition-metal-free allylation of 2-azaallyls with allyl ethers through polar and radical mechanisms

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Guogang Deng ◽  
Shengzu Duan ◽  
Jing Wang ◽  
Zhuo Chen ◽  
Tongqi Liu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Allyl Ether ◽  
Metal Catalyst ◽  
Metal Free ◽  
Allyl Ethers ◽  
Bond Forming ◽  
Allyl Halides ◽  
Synthetic Utility ◽  
Insight Into ◽  
Allyl Esters

AbstractAllylation of nucleophiles with highly reactive electrophiles like allyl halides can be conducted without metal catalysts. Less reactive electrophiles, such as allyl esters and carbonates, usually require a transition metal catalyst to facilitate the allylation. Herein, we report a unique transition-metal-free allylation strategy with allyl ether electrophiles. Reaction of a host of allyl ethers with 2-azaallyl anions delivers valuable homoallylic amine derivatives (up to 92%), which are significant in the pharmaceutical industry. Interestingly, no deprotonative isomerization or cyclization of the products were observed. The potential synthetic utility and ease of operation is demonstrated by a gram scale telescoped preparation of a homoallylic amine. In addition, mechanistic studies provide insight into these C(sp3)–C(sp3) bond-forming reactions.

scholarly journals Synthesis of 5,6,7,8-Tetrahydroquinolines by Thermolysis of Oxime O-Allyl Ethers in the Presence of Boron Trifluoride Etherate.

1993 ◽  
Vol 41 (7) ◽  
pp. 1297-1298 ◽  
Author(s):  
Junko KOYAMA ◽  
Tamaki OGURA ◽  
Kiyoshi TAGAHARA ◽  
Masaaki MIYASHITA ◽  
Hiroshi IRIE
Keyword(s):  
Boron Trifluoride ◽  
Boron Trifluoride Etherate ◽  
Allyl Ethers

A catalytic asymmetric carbonyl–ene reaction of β,γ-unsaturated α-ketoesters with 5-methyleneoxazolines

2015 ◽  
Vol 51 (49) ◽  
pp. 10042-10045 ◽  
Author(s):  
Weiwei Luo ◽  
Jiannan Zhao ◽  
Jie Ji ◽  
Lili Lin ◽  
Xiaohua Liu ◽  
...  
Keyword(s):  
Ene Reaction ◽  
Catalytic Asymmetric

A catalytic asymmetric carbonyl–ene reaction of β,γ-unsaturated α-ketoesters with 5-methyleneoxazolines was accomplished. The process was based on the utilization of a chiral N,N′-dioxide/MgII catalyst, providing the desired products with excellent outcomes.

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