The first stereoselective total synthesis of neosemburin and isoneosemburin?

Organic & Biomolecular Chemistry Pub Date: 2014-07-15 DOI: 10.1039/C4OB01239A

Abstract

The Claisen rearrangement of sugar derived allyl vinyl ether, Wittig olefination and intramolecular acetalization reactions were used as key steps in the first stereoselective total synthesis of neosemburin and isoneosemburin through the formation of a 3-C-branched sugar precursor as a key intermediate.

Graphical abstract: The first stereoselective total synthesis of neosemburin and isoneosemburin
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