Sequential Birch reaction and asymmetric Ir-catalyzed hydrogenation as a route to chiral building blocks.
نویسندگان
چکیده
A range of 1,2,4-trisubstituted cyclohexadienes obtained from the Birch reaction were hydrogenated asymmetrically to produce synthetically valuable chiral compounds in high enantio- and diastereoselectivity.
منابع مشابه
Chiral bicyclic NHC/Ir complexes for catalytic asymmetric transfer hydrogenation of ketones.
A diverse series of chiral bicyclic NHC/Ir complexes were prepared via a previously developed divergent synthesis of chiral imidazolium salts. Among the complexes, 8dz was found to be an excellent catalyst precursor for the Ir-catalyzed asymmetric transfer hydrogenation of ketones. The reaction of ketones with 8dz proceeded smoothly to give corresponding alcohols with high enantioselectivities ...
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متن کاملIridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c6sc04609f Click here for additional data file.
We report a protocol for the highly efficient iridium-catalyzed asymmetric hydrogenation of racemic a-substituted lactones via dynamic kinetic resolution. Using Ir-SpiroPAP (R)-1d as a catalyst, a wide range of chiral diols were prepared in a high yield (80–95%) with a high enantioselectivity (up to 95% ee) under mild reaction conditions. This protocol was used for enantioselective syntheses of...
متن کاملIridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols.
We report a protocol for the highly efficient iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones via dynamic kinetic resolution. Using Ir-SpiroPAP (R)-1d as a catalyst, a wide range of chiral diols were prepared in a high yield (80-95%) with a high enantioselectivity (up to 95% ee) under mild reaction conditions. This protocol was used for enantioselective syntheses of...
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Tandem reactions and consecutive catalysis (or relay catalysis) have been receiving considerable attention in organic synthesis due to their abilities of constructing multiple new chemical bonds to build complex chiral molecules in a single operation. Transition-metal-catalyzed asymmetric hydrogenation is one of the most widely used and reliable catalytic methods for preparation of chiral molec...
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ورودعنوان ژورنال:
- Chemical communications
دوره 47 13 شماره
صفحات -
تاریخ انتشار 2011