Dichloroketene reacts, via a [3,3]-sigmatropic rearrangement, with camphor-derived 1,3-oxathianes of alpha,beta-unsaturated aldehydes to give macrocyclic thiolactones in high yield and with complete transfer of chirality. The rearrangement is stereospecific.
Ketene-Claisen rearrangement of camphor-derived 1,3-oxathianes: complete control of tertiary and quaternary stereogenic centres
LATTANZI, Alessandra;
2002-01-01
Abstract
Dichloroketene reacts, via a [3,3]-sigmatropic rearrangement, with camphor-derived 1,3-oxathianes of alpha,beta-unsaturated aldehydes to give macrocyclic thiolactones in high yield and with complete transfer of chirality. The rearrangement is stereospecific.File in questo prodotto:
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