Mild Michael addition of glycine imines to aromatic nitroalkenes catalyzed by DBU with LiOTf as an additive
A mild Michael addition of glycine imines to aromatic-nitroalkenes catalyzed by 10 mol% DBU with LiOTf as an additive was developed. In most cases, the products could be obtained in good yields (up to 96%) with moderate to good diastereoselectivities (up
Diastereo- And enantioselective synthesis of α,γ-diaminobutyric acid derivatives via Cu-catalyzed asymmetric michael reaction
(Figure Presented) The first highly diastereo- and enantioselective catalytic asymmetric Michael addition of glycine derivatives to nitroalkenes have been developed. The enantioselectivity of ortho-substituted products can be significantly improved by using a new 1,2-P,N-ferrocene ligand L5. The α,γdiaminoacid derivative was obtained without the loss of optical activity from the adduct.
Routes to 4-Substituted Analogues of the Glycine/NMDA Antagonist HA-966. Enantioselective Synthesis of (3R,4R) 3-Amino-1-Hydroxy-4-Methyl-2-Pyrrolidinone (L-687,414).
Glycine anion (4) and glycine cation (8) synthons are used in efficient synthesis of 4-substituted analogues of HA-966 (1).A stereospecific route to cis derivatives involves hydrogenation of enamines such as 16.Introduction of a chiral auxiliary leads to
Rowley, Michael,Leeson, Paul D.,Williams, Brian J.,Moore, Kevin W.,Baker, Raymond
p. 3557 - 3570
(2007/10/02)
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