Tetrahedron p. 14963 - 14974 (1998)
Update date:2022-07-30
Topics:
Alias, Myriam
Cativiela, Carlos
Diaz-De-Villegas, Maria D.
Galvez, Jose A.
Lapena, Yolanda
The title compound (S)-α-methylserinal acetonide has been efficiently prepared from (S)-α-methylserine, which is readily available in enantiomerically pure form by Curtius rearrangement of α,α-dialkyl 2- cyanoesters obtained by diastereoselective alkylation of (1S,2R,4R)-10- dicyclohexylsulfamoylisobornyl 2-cyanopropanoate using methoxymethyl iodide or paraformaldehyde as electrophiles by an extension of our recently developed methodology for the synthesis of α,α-dialkylamino acids.
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