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Transition-Metal-Catalyzed Synthesis of Aspergillide B: An Alkyne Addition Strategy
- Trost, Barry M., Bartlett, Mark J.
- Organic letters 2012 v.14 no.5 pp. 1322-1325
- alkynes, chemical reactions, chemical structure, enantioselectivity
- A catalytic enantioselective formal total synthesis of aspergillide B is reported. This linchpin synthesis was enabled by the development of new conditions for Zn-ProPhenol catalyzed asymmetric alkyne addition. This reaction was used in conjunction with ruthenium-catalyzed trans-hydrosilylation to affect the rapid construction of a late-stage synthetic intermediate of aspergillide B to complete a formal synthesis of aspergillide B in a highly efficient manner.