Unknown

Dataset Information

0

Asymmetric olefin isomerization of butenolides via proton transfer catalysis by an organic molecule.


ABSTRACT: An unprecedented enantioselective and general olefin isomerization was realized via biomimetic proton transfer catalysis with a new chiral organic catalyst. A broad range of mono- and disubstituted ?,?-unsaturated butenolides were transformed into the corresponding chiral ?,?-unsaturated butenolides in high enantioselectivity and yield in the presence of as low as 0.5 mol % catalyst. Mechanistic studies have revealed the protonation as the rate-determining step.

SUBMITTER: Wu Y 

PROVIDER: S-EPMC3156085 | biostudies-literature | 2011 Aug

REPOSITORIES: biostudies-literature

altmetric image

Publications

Asymmetric olefin isomerization of butenolides via proton transfer catalysis by an organic molecule.

Wu Yongwei Y   Singh Ravi P RP   Deng Li L  

Journal of the American Chemical Society 20110722 32


An unprecedented enantioselective and general olefin isomerization was realized via biomimetic proton transfer catalysis with a new chiral organic catalyst. A broad range of mono- and disubstituted β,γ-unsaturated butenolides were transformed into the corresponding chiral α,β-unsaturated butenolides in high enantioselectivity and yield in the presence of as low as 0.5 mol % catalyst. Mechanistic studies have revealed the protonation as the rate-determining step. ...[more]

Similar Datasets

| S-EPMC5072400 | biostudies-literature
| S-EPMC4629195 | biostudies-literature
| S-EPMC7985521 | biostudies-literature
| S-EPMC4277770 | biostudies-literature
| S-EPMC5628162 | biostudies-literature
| S-EPMC5553117 | biostudies-other
| S-EPMC6972697 | biostudies-literature
| S-EPMC3136293 | biostudies-literature
| S-EPMC6983304 | biostudies-literature
| S-EPMC7298526 | biostudies-literature