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anti-Selective SMP-catalyzed direct asymmetric Mannich-type reactions: synthesis of functionalized amino acid derivatives

✍ Scribed by Armando Córdova; Carlos F Barbas III


Book ID
104252039
Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
95 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis


The first (S)-2-methoxymethylpyrrolidine (SMP)-catalyzed direct asymmetric Mannich-type reactions of unmodified aldehydes with N-PMP-protected a-imino ethyl glyoxylate are described. The reaction proceeded in a highly anti-selective manner (dr up to 19:1) with enantioselectivities between 74 and 92%.


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