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Synthesis and Stereoselective Reactions of ( R )‐α‐Sulfonyloxynitriles
Author(s) -
Effenberger Franz,
Stelzer Uwe
Publication year - 1991
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.199108731
Subject(s) - racemization , stereoselectivity , chemistry , nucleophile , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
The sulfonylation of ( R )‐cyanohydrins ( R )‐ 1 to form ( R )‐ 2 takes place without racemization. The conversion—also without racemization but with inversion‐ of ( R )‐ 2 by nucleophiles (Nu = OAc, N 3 , N ‐phthaloyl) yields cyanohydrins ( S )‐ 3 , which are interesting as synthetic intermediates.