Preparation and Synthetic Applications of (S)- and (R)-N-Boc-N,O-isopropylidene-alpha-methylserinals: Asymmetric Synthesis of (S)- and (R)-2-Amino-2-methylbutanoic Acids (Iva).
This report describes an efficient and convenient large-scale synthesis procedure for (S)- and (R)-N-Boc-alpha-methylserinal acetonides (3 and 4) starting from (R)-2-methylglycidol 5. The application of both of these compounds as valuable chiral building blocks in the asymmetric synthesis of alpha-methylamino acids is also demonstrated by the synthesis of (S)- and (R)-isovalines (Iva) (6 and 7).
Avenoza
Alberto
A
Departamento de Química (Química Orgánica), Universidad de La Rioja, 26001 Logroño, Spain, and Departamento de Química Orgánica, Instituto de Ciencia de Materiales de Aragón, Universidad de Zaragoza-C.S.I.C., 50009 Zaragoza, Spain.
Cativiela
Carlos
C
Corzana
Francisco
F
Peregrina
Jesús M.
JM
Zurbano
María M.
MM