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Stereospecific Synthesis of γ‐Lactones by Dyotropic Wagner‐Meerwein Rearrangement
Author(s) -
Mulzer Johann,
Brütrup Gisela
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.197907931
Subject(s) - stereospecificity , substitution (logic) , chemistry , stereochemistry , feature (linguistics) , lactone , combinatorial chemistry , organic chemistry , catalysis , philosophy , linguistics
A new route to γ‐lactones (2) starts from the highly strained, readily accessible β‐lactones (1) . The distinctive feature of this efficient synthesis is the possibility of controlling three sterocenters, given suitable substitution: (1) , R 1 C 6 H 5 , R 2 H, gives over 98% of the steroisomer (2) .