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Total Synthesis of Woodrosin I
Author(s) -
Fürstner Alois,
Jeanjean Fabien,
Razon Patrick
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20020617)41:12<2097::aid-anie2097>3.0.co;2-t
Subject(s) - total synthesis , orthoester , stereochemistry , engineering , chemistry
The reliability of ring‐closing metathesis , even in complex cases, is highlighted in the first total synthesis of the structurally intriguing resin glycoside woodrosin I ( 1 ). The synthesis also shows the maturity of the trichloroacetimidate method for glycosylation and features the most advanced application of an orthoester rearrangement for the formation of a β ‐glycosidic bond.