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2.12.1.2 Reactions with Chiral Silyl Enol Ethers

DOI: 10.1055/sos-SD-202-00309

Liu, L.; Wang, D.; Li, C. -J.Science of Synthesis: Stereoselective Synthesis, (20112601.

An efficient synthetic route has been developed for the synthesis of enantioenriched 3-hydroxy-2-methylpropanoates (e.g., 63) using N-methylephedrine ester as a chiral auxiliary group to form chiral silyl ketene acetals (e.g., 19) via the condensation product 62 (Scheme 27).[‌13‌] By this route α-amino and α-hydrazino acids,[‌56‌] as well as trans-β-lactams[‌57‌] have been synthesized in high enantiomeric excess and good chemical yields.

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Meeeee (8M,8M)-8-Meeeee-8-eeeeeee-8-eeeeeeeeeeeeeeee (88); Meeeeee Meeeeeeee:[‌88‌]

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References


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