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research article
A Concise Total Synthesis of (±)-Trigonoliimine B
2012
Trigonoliimine B, a hexacyclic alkaloid, is synthesized in seven steps from simple starting materials. The synthesis features the use of an alpha-isocyanoacetate as a glycine template for the preparation of an alpha,alpha-disubstituted alpha-amino ester that is appropriately functionalized for the construction of C, D, and E rings. Sulfolane was found to be the solvent of choice for the unprecedented Bischler-Napieralski reaction implemented for the construction of a seven-membered ring with concurrent formation of an exo-imine function.
Type
research article
Web of Science ID
WOS:000300916000039
Authors
Publication date
2012
Published in
Volume
14
Issue
5
Start page
1338
End page
1341
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
March 10, 2012
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