Tetrahedron p. 4357 - 4362 (1988)
Update date:2022-08-05
Topics:
Uray, G.
Lindner, W.
The unknown tert-butyl esters 2a,b and -ethers 4a,b of otherwise nonsubstituted optical pure (R,R)-tartaric acid are synthesized.Esters are made by reaction of O,O-diacyl protected tartaric acid with isobutene and selective cleavage via transesterification of the protective groups.Ethers are formed by reaction of dibenzyl tartrate with isobutene followed by hydrogenolysis of the benzyl groups.Saponification of the corresponding dimethyl tartrate led to partial racemization forming up to 50percent meso product.
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