Preparation and synthetic applications of (S)- and (R)-N-Boc-N,O-isopropylidene-α-methylserinals:: Asymmetric synthesis of (S)- and (R)-2-amino-2-methylbutanoic acids (Iva)
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作者:
Avenoza, A
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Univ La Rioja, Dept Quim Quim Organ, Logrono 26001, SpainUniv La Rioja, Dept Quim Quim Organ, Logrono 26001, Spain
Avenoza, A
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Cativiela, C
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机构:Univ La Rioja, Dept Quim Quim Organ, Logrono 26001, Spain
Cativiela, C
Corzana, F
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机构:Univ La Rioja, Dept Quim Quim Organ, Logrono 26001, Spain
Corzana, F
Peregrina, JM
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Peregrina, JM
Zurbano, MM
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机构:Univ La Rioja, Dept Quim Quim Organ, Logrono 26001, Spain
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).