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Synthesis of Valienamine
Author(s) -
Schmidt Richard R.,
Köhn Arnim
Publication year - 1987
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.198704821
Subject(s) - allylic rearrangement , stereochemistry , chemistry , chloramine t , block (permutation group theory) , key (lock) , sigmatropic reaction , combinatorial chemistry , mathematics , biology , biochemistry , combinatorics , organic chemistry , ecology , catalysis
Valienamine 3, R = H, which is of interest, inter alia, as a building block of complex antibiotics and α‐glucosidase inhibitors , contains a difficultly incorporatable allylic amino group. The key step of a new synthesis is the [2,3]‐sigmatropic shift in a sulfimide generated from 1 and chloramine T to give a precursor of 2 .
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