ChemInform Abstract: ALLYL ACETATE AS A NEW REAGENT FOR THE SYNTHESIS OF ALLYL ETHERS

1980 ◽  
Vol 11 (45) ◽  
Author(s):  
G. A. GAREEV ◽  
A. M. BELOUSOV ◽  
YU. M. BELOUSOV ◽  
N. A. CHERKASHINA
Keyword(s):  
2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Guogang Deng ◽  
Shengzu Duan ◽  
Jing Wang ◽  
Zhuo Chen ◽  
Tongqi Liu ◽  
...  

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.


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

1992 ◽  
Vol 11 (11) ◽  
pp. 3525-3533 ◽  
Author(s):  
Alfonso Polo ◽  
Carmen Claver ◽  
Sergio Castillon ◽  
Aurora Ruiz ◽  
Juan Carlos Bayon ◽  
...  

1989 ◽  
Vol 38 (1) ◽  
pp. 153-158 ◽  
Author(s):  
G. Martin ◽  
J. Ascanio
Keyword(s):  

ChemInform ◽  
2010 ◽  
Vol 30 (10) ◽  
pp. no-no
Author(s):  
Hisanaka Ito ◽  
Azusa Sato ◽  
Tetsuo Kobayashi ◽  
Takeo Taguchi

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