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Total Synthesis of Allonojirimycin (5‐Amino‐5‐deoxy‐ D ‐allopyranose)
Author(s) -
Auberson Yves,
Vogel Pierre
Publication year - 1989
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198914981
Subject(s) - total synthesis , reagent , adduct , stereochemistry , chemistry , organic chemistry
The synthesis of the title compound 2 , which is of interest as glycosidase inhibitor, proceeds stereoselectively and efficiently starting from the Diels‐Alder adduct 1 . The chiral auxiliary reagent is recovered as (—)‐camphanic acid at an early stage of the synthesis. R * = (1 S )camphanoyl.