Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 29, Pages 8444-8447Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201603590
Keywords
cleavage reactions; hydrogenolysis; ketones; kinetic resolution; palladium
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Funding
- National Natural Science Foundation of China [21232004, 21372152, 21472123, 21572131]
- Science and Technology Commission of Shanghai Municipality [14XD1402300]
- China Postdoctoral Science Foundation [2014M551397]
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A chemoselective C-O bond cleavage of the ester alkyl side-chain of alpha-acyloxy ketones was realized for the first time by a highly efficient palladium-catalyzed hydrogenolysis (S/C= 6000, the highest catalytic efficiency by far). Furthermore, a kinetic resolution of alpha-acyloxy ketones was first developed by enantioselective hydrogenolysis with good yields and up to 99% ee.
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