Journal
CHINESE JOURNAL OF CHEMISTRY
Volume 29, Issue 7, Pages 1312-1318Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.201180248
Keywords
glutarimides; alkaloids; asymmetric hydrogenation; diastereoselectivity; enantioselective synthesis
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Funding
- National Natural Science Foundation of China [20832005]
- National Basic Research Program (973 Program) of China [2010CB833200]
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Five glutarimide alkaloids cordiarimide A (5), cordiarimide B (6), crotonimide A (3), crotonimide B (4), and julocrotine (2) have been synthesized starting from Boc-L-glutamine (7). The benzylic alcohol chiral centre of cordiarimides B (6) has been established in 6 : 1 diastereoselectivity by catalytic asymmetric hydrogenation using Zhou's catalytic system Pd(CF3CO2)(2)/(R,R)-Me-DuPhos.
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