Volume 18, Issue 35
Natural Products
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ChemInform Abstract: Asymmetric Synthesis of Methyl α-Alkyl-valinates, -leucinates, and -isoleucinates Using (Cyclohexylidene-Protected) D-Galactodialdehyde as Chiral Auxiliary.

U. + SCHOELLKOPF

U. + SCHOELLKOPF

Inst. Org. Chem., Univ. Goettingen, D-3400 Goettingen

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R. + TOELLE

R. + TOELLE

Inst. Org. Chem., Univ. Goettingen, D-3400 Goettingen

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E. EGERT

E. EGERT

Inst. Org. Chem., Univ. Goettingen, D-3400 Goettingen

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M. NIEGER

M. NIEGER

Inst. Org. Chem., Univ. Goettingen, D-3400 Goettingen

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First published: September 1, 1987

Abstract

The Schiff bases (III), formed from the components (I) and (II), are diastereoselectively alkylated to the products (V).

ChemInform Abstract

The Schiff bases (III), formed from the components (I) and (II), are diastereoselectively alkylated to the products (V). Subsequent hydrolysis of (V) leads to the alkylated valinates (VI), leucinates (VII), or isoleucinates (VIII), respectively. An X-ray crystal examination of (VIIb) has been performed (P212121; Z=4).

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