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Synthesis of acyloins
Classic organic reactions exist for the synthesis of acyloins.
Enolate oxidation by sulfonyloxaziridines
This reaction type is extended to asymmetric synthesis by the use of chiral oxaziridines derived from camphor (camphorsulfonyl oxaziridine). Each isomer gives exclusive access to one of the two possible enantiomers. This modification is applied in the Holton Taxol total synthesis.
In the enolate oxidation of the cyclopentaenone below trans isomer is obtained because access for the hydroxyl group in the cis position is limited. The use of the standard oxaziridine did not result in an acyloin.with either camphor enantiomer the
Reactions of acyloins
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Acyloin". A list of authors is available in Wikipedia.|