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Total Synthesis of (+/-)-Lycorine from the Endo-Cycloadduct of 3,5-Dibromo-2-pyrone and (E)-beta-Borylstyrene

Title
Total Synthesis of (+/-)-Lycorine from the Endo-Cycloadduct of 3,5-Dibromo-2-pyrone and (E)-beta-Borylstyrene
Other Titles
-)-Lycorine from the Endo-Cycloadduct of 3,5-Dibromo-2-pyrone and (E)-beta-Borylstyrene
Author
조천규
Keywords
Amaryllidaceae Alkaloids; chemical synthesis; Molecular Structure; Oxidation-Reduction; Phenanthridines; Pyrones; chemistry; Stereoisomerism; Styrenes
Issue Date
2014-09
Publisher
American Chemical Society
Citation
Organic Letters, 2014, 16(21), P.5718-5720
Abstract
A new synthetic route to (±)-lycorine, starting from the endo-cycloadduct of 3,5-dibromo-2-pyrone and (E)-β-borylstyrene, is reported. Boronate oxidation and a set of reactions including face-selective epoxidation provided the pivotal C1-OH group and C3/C3a double bond.
URI
https://pubs.acs.org/doi/abs/10.1021/ol502792phttp://hdl.handle.net/20.500.11754/52569
ISSN
1523-7060; 1523-7052
DOI
10.1021/ol502792p
Appears in Collections:
COLLEGE OF NATURAL SCIENCES[S](자연과학대학) > CHEMISTRY(화학과) > Articles
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