The copper(I) catalysed aldol reaction between methyl isocyanoacetate and (S)-3-fluoro-1-(4-methylphenyl)-sulfinylacetone affords oxazoline products which, after diastereoisomer separation, give in high yields optically pure 3-fluoromethylthreonine analogues whose absolute and relative configurations have been assigned through X-ray analyses.
Synthesis of enantiomerically pure 3-fluoromethylthreonines from (S)-1-fluoro-3-tolylsulfinylacetone
MEILLE, STEFANO VALDO;RESNATI, GIUSEPPE;
1996-01-01
Abstract
The copper(I) catalysed aldol reaction between methyl isocyanoacetate and (S)-3-fluoro-1-(4-methylphenyl)-sulfinylacetone affords oxazoline products which, after diastereoisomer separation, give in high yields optically pure 3-fluoromethylthreonine analogues whose absolute and relative configurations have been assigned through X-ray analyses.File in questo prodotto:
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pub077 Fluoromeththreon Gestmann Chem Comm 1996.pdf
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