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Reductive Cleavage of 3‐Oxazolin‐5‐ones; Application to the Synthesis of β,γ‐Unsaturated Ketones from Allyl, N ‐Acyl‐2‐phenylglycinates
Author(s) -
Niewöhner Ulrich,
Steglich Wolfgang
Publication year - 1981
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.198103951
Subject(s) - chemistry , reagent , squalene , formamide , cleavage (geology) , aqueous solution , medicinal chemistry , chromium , organic chemistry , materials science , fracture (geology) , composite material
β, γ‐Unsaturated ketones (3) , including those with squalene framework, have been synthesized in good yields from 3‐oxazolinones (2) . The most suitable reagent was found to be chromium( II ) acetate with aqueous H 3 PO 2 in dimethyl‐formamide. The oxazolinones are obtained from the allyl esters (1) .