Enantioselective Allylations of Azlactones with Unsymmetrical Acyclic Allyl Esters

1999 ◽  
Vol 121 (46) ◽  
pp. 10727-10737 ◽  
Author(s):  
Barry M. Trost ◽  
Xavier Ariza
Keyword(s):  
Allyl Esters

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.

Enantioenriched Allyl Esters via Lipase-Vanadium Combo Catalysis

Synfacts ◽  
2011 ◽  
Vol 2011 (02) ◽  
pp. 0168-0168
Author(s):  
S. Akai ◽  
R. Hanada ◽  
N. Fujiwara ◽  
Y. Kita ◽  
M. Egi
Keyword(s):  
Allyl Esters

From Allyl Esters

2002 ◽  
pp. 1
Author(s):  
T. K. Sarkar
Keyword(s):  
Allyl Esters

ChemInform Abstract: An Efficient Conversion of Allyl Esters to Urethanes with Pd-Catalyst.

ChemInform ◽  
2000 ◽  
Vol 31 (45) ◽  
pp. no-no
Author(s):  
Hiroshi Okumoto ◽  
Satoshi Nishihara ◽  
Sinya Yamamoto ◽  
Hirokazu Hino ◽  
Akihiro Nozawa ◽  
...  
Keyword(s):  
Pd Catalyst ◽  
Efficient Conversion ◽  
Allyl Esters

ChemInform Abstract: An Efficient Approach to Alkenyl Nitriles from Allyl Esters.

ChemInform ◽  
2011 ◽  
Vol 42 (35) ◽  
pp. no-no
Author(s):  
Wang Zhou ◽  
Jiaojiao Xu ◽  
Liangren Zhang ◽  
Ning Jiao
Keyword(s):  
Efficient Approach ◽  
Allyl Esters

Rearrangements of optically active cyclopropyl allyl esters by lewis acids and palladium (0) catalysis

1990 ◽  
Vol 31 (29) ◽  
pp. 4135-4138 ◽  
Author(s):  
Jean Ollivier ◽  
Jean-Yves Legros ◽  
Jean-Claude Fiaud ◽  
Armin de Meijere ◽  
Jacques Salaün
Keyword(s):  
Lewis Acids ◽  
Optically Active ◽  
Allyl Esters

Polymerisation of allyl esters

1946 ◽  
Vol 65 (4) ◽  
pp. 107-111 ◽  
Author(s):  
W. Simpson
Keyword(s):  
Allyl Esters
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