Concise access to enantiopure (S)- and (R)-α-trifluoromethyl pyroglutamic acids from Ethyl trifluoropyruvate (cas 13081-18-0)-based chiral CF3-oxazolidines (Fox)
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Add time:09/26/2019 Source:sciencedirect.com
A straightforward synthesis of enantiopure (S)- and (R)-α-Tfm-pyroglutamic acid is reported. The strategy is based on the use of a chiral CF3-hydroxymorpholinone intermediate conveniently obtained from ethyl trifluoropyruvate-based chiral CF3-oxazolidines (Fox). The key step is an oxidative cyclization followed by a reductive cleavage of the (R)-phenylglycinol chiral auxiliary.
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