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Novel, Highly Stereoselective Rearrangements of Chiral Dihydropyranones
Author(s) -
Lichtenthaler Frieder W.,
Nishiyama Shigeru,
Jarglis Pan
Publication year - 1979
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.197909361
Subject(s) - synthon , stereoselectivity , chirality (physics) , yield (engineering) , ring (chemistry) , stereochemistry , chemistry , combinatorial chemistry , chiral symmetry , physics , organic chemistry , particle physics , catalysis , nambu–jona lasinio model , quark , thermodynamics
Important chiral synthons have been found in the dihydropyranones of types (1) and (3) derived from sugars. Enediolones (3) can be prepared by new, high‐yield methods. Particular interest attaches to the rearrangement (3)→(2) ; transfer of chirality takes place from one side of the ring to the other.