Regio- and face-selective 1,3-dipolar cycloadditions to levoglucosenone
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 6,p. 440-442
- https://doi.org/10.1039/c39880000440
Abstract
Benzonitrile oxide and C,N-diphenylnitrone undergo highly regio- and face-selective cycloaddition reactions with levoglucosenone; in each case the major product results from approach anti to the 1,6-bridge of levoglucosenone, the oxygen of the 1,3-dipole becoming attached to the β-carbon of the enone unit.Keywords
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