Enantioselective Total Syntheses of Ircinal A and Related Manzamine Alkaloids. -The enantioselective total synthesis of ircinal A (VIII) is presented involving a novel tandem Stille coupling-[4 + 2] cycloaddition reaction and two ring-closing metathesis reactions as the key steps. Thus, Stille coup
ChemInform Abstract: The First Total Syntheses of Ircinol A, Ircinal A, and Manzamines A and D.
β Scribed by J. D. WINKLER; J. M. AXTEN
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 28 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
The First Total Syntheses of Ircinol A, Ircinal A, and Manzamines A and D. -Manzamine A (III) is synthesized in 17 steps from a readily available bicyclic precursor via ircinol A (Ia), ircinal A (Ib) and manzamine D (II) using the vinylogous amide photoaddition/fragmentation/Mannich closure sequence. -(WINKLER,
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