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- W2022249333 endingPage "5342" @default.
- W2022249333 startingPage "5333" @default.
- W2022249333 abstract "Abstract An anti ‐selective Mannich reaction of aldehydes with N ‐sulfonyl imines has been developed by using a 4‐hydroxypyrrolidine in combination with an external Brønsted acid. The catalyst design is based on three elements: the α‐substituent of the pyrrolidine, the 4‐hydroxy group, and the Brønsted acid, the combination of which is essential for high chemical and stereochemical efficiency. The reaction works with aromatic aldehyde‐derived imines, which have rarely been employed in previously reported enamine‐based anti ‐Mannich reactions. Additionally, both N ‐tosyl and N ‐nosyl imines can be successfully used and the Mannich adducts can be easily reduced or oxidized, and after N ‐deprotection the corresponding β‐amino acids and β‐amino alcohols can be obtained with good yields. The results also show that this ternary catalytic system may be practical in other enamine‐based reactions." @default.
- W2022249333 created "2016-06-24" @default.
- W2022249333 creator A5006046854 @default.
- W2022249333 creator A5020094599 @default.
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- W2022249333 creator A5081374328 @default.
- W2022249333 creator A5081666499 @default.
- W2022249333 creator A5090772253 @default.
- W2022249333 date "2010-05-04" @default.
- W2022249333 modified "2023-10-18" @default.
- W2022249333 title "A 4-Hydroxypyrrolidine-Catalyzed Mannich Reaction of Aldehydes: Control of<i>anti-</i>Selectivity by Hydrogen Bonding Assisted by Brønsted Acids" @default.
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