VAPOL phosphoric acid catalysis: the highly enantioselective addition of imides to imines.
نویسندگان
چکیده
The first highly enantioselective catalytic method for the preparation of chiral aminals via the addition of imide nucleophiles to imines is reported.
منابع مشابه
Cooperative catalysis in highly enantioselective Mannich-type three-component reaction of a diazoacetophenone with an alcohol and an imine.
A highly enantioselective three-component reaction of a diazoacetophenone, an alcohol, and an imine catalyzed cooperatively by Rh(2)(OAc)(4) and BINOL-derived chiral phosphoric acid has been developed for the synthesis of chiral β-amino-α-hydroxyl ketones in good yield with excellent diastereo and enantio selectivity.
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The enantioselective addition of alcohols to imine electrophiles has been shown to proceed in the presence of a catalytic amount of a chiral phosphoric acid catalyst. The reaction allows for the formation of the respective chiral N,O-aminals in excellent yield and enantioselectivity. A total of 11 different alcohols and 11 different imines were successfully used as a clear demonstration of the ...
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Despite the wide applicability of enantioselective Brønsted acid catalysis, experimental insight into transition states is very rare, and most of the mechanistic knowledge is gained by theoretical calculations. Here, we present an alternative approach (decrypting transition state by light = DTS-hν), which enables the decryption of the transition states involved in chiral phosphoric acids cataly...
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ورودعنوان ژورنال:
- Chemical communications
دوره 43 شماره
صفحات -
تاریخ انتشار 2007