De novo asymmetric synthesis of the mezzettiaside family of natural products via the iterative use of a dual B-/Pd-catalyzed glycosylation
Chemical Science, 2014•pubs.rsc.org
The first synthesis of any and all members of the mezzettiaside family of natural products has
been achieved. The reported synthesis features the iterative use of the Taylor catalyst in a
dual nucleophilic boron/electrophilic palladium catalyzed regioselective glycosylation. In
addition, the de novo approach utilizes atomless protecting groups and the minimal use of
protecting groups (2 chloroacetates for the synthesis of 10 natural products). These
divergent syntheses occurred in a range of 13–22 longest linear steps and required only 41 …
been achieved. The reported synthesis features the iterative use of the Taylor catalyst in a
dual nucleophilic boron/electrophilic palladium catalyzed regioselective glycosylation. In
addition, the de novo approach utilizes atomless protecting groups and the minimal use of
protecting groups (2 chloroacetates for the synthesis of 10 natural products). These
divergent syntheses occurred in a range of 13–22 longest linear steps and required only 41 …
The first synthesis of any and all members of the mezzettiaside family of natural products has been achieved. The reported synthesis features the iterative use of the Taylor catalyst in a dual nucleophilic boron/electrophilic palladium catalyzed regioselective glycosylation. In addition, the de novo approach utilizes atomless protecting groups and the minimal use of protecting groups (2 chloroacetates for the synthesis of 10 natural products). These divergent syntheses occurred in a range of 13–22 longest linear steps and required only 41 total steps to prepare the entire family of mezzettiasides.
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