Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 17, Pages 7737-7743Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo301192d
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Funding
- NSFC [21032005, 20972058, 21172097]
- National Basic Research Program of China [2010CB833203]
- MOE of P. R China
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The ambident reactivity of alpha-oxo-gamma-butyrolactam has been explored in an organocatalytic one-pot Michael/Pictet-Spengler sequence. The synthetically interesting and medicinally important pentacydic butyrolactam-fused indoloquinolizidines can be efficiently constructed in a highly stereocontrolled manner. Importantly, the chemistry described herein provides a general catalytic method for the enantioselective synthesis of butyrolactam-incorporated chemical entities.
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