Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 12, Issue 22, Pages 3616-3621Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ob00200h
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Funding
- National Key Project for Basic Research [2010CB126100]
- National Natural Science Foundation of China [21132003, 21121002, 21372131]
- Tianjin Natural Science Foundation [11JCZDJC20500]
- Specialized Research Fund for the Doctoral Program of Higher Education [20130031110017]
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A new asymmetric total synthesis of a phenanthroindolizidine alkaloid (S)-tylophorine is reported, which features a catalytic asymmetric allylation of aldehydes and an unexpected one-pot DMAP promoted isocyanate formation and Lewis acid catalyzed intramolecular cyclization reaction. In addition, White's direct C-H oxidation catalyst system converting monosubstituted olefins to linear allylic acetates was also employed for late-stage transformation.
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