Stereoselective Synthesis of Alkyl α-(1,3-Alkadien-2-yl)acetates and -propionates by Allene Claisen Rearrangement
- 1 January 1991
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1991 (08) , 644-646
- https://doi.org/10.1055/s-1991-26534
Abstract
Configurationally homogeneous (4-hydroxy-1,2-alkadienyl) N,N-diisopropylcarbamates react with trialkyl orthocarboxylates to afford the title compounds stereoselectively. Stereochemical assignment of the highly substituted 1,3-alkadienes is accomplished NMR-spectroscopically by means of couplings constants 3 J(13C-1H) or 3 J (29Si-1H).Keywords
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