Direct experimental evidence for an enamine radical cation in SOMO catalysis.
نویسندگان
چکیده
SOMO catalysis has lately obtained large interest as a new and powerful version of enantioselective organocatalysis which includes radical steps initiated by a one-electron oxidation. The intermediate enamine radical cation has been postulated, but has not been observed directly so far. This communication now reports the direct detection of this key intermediate.
منابع مشابه
Enantioselective organo-SOMO cascade cycloadditions: a rapid approach to molecular complexity from simple aldehydes and olefins.
A highly selective, radical-mediated (4 + 2) coupling reaction of aldehydes and conjugated olefins has been achieved through asymmetric SOMO-catalysis. A radical-polar crossover mechanism is proposed wherein olefin addition to a transient enamine radical cation and oxidation of the resulting radical furnishes a cation which is vulnerable to nucleophilic addition. A range of aromatic aldehydes a...
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ورودعنوان ژورنال:
- Chemical communications
دوره 47 11 شماره
صفحات -
تاریخ انتشار 2011