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Diastereomeric 5,6‐dimethyl‐4H‐1,3‐dioxin‐4‐ones from (−)‐(1R,4S)‐menthone: Synthesis and NMR analysis
Author(s) -
Jansen Ursula,
Runsink Jan,
Mattay Jochen
Publication year - 1991
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199119910147
Subject(s) - menthone , diastereomer , chemistry , stereochemistry , proton nmr , carbon 13 nmr , organic chemistry , menthol
The two diastereomers of spirocyclic 5,6‐dimethyl‐4H‐1,3‐dioxin‐4‐one ( 5, 6 ) have been synthesized by acetalization of tert‐butyl 2‐methyl‐3‐oxobutanoate ( 2 ) with (−)‐menthone ( 4 ). Their structures have been determined by NMR analysis.