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EnglishSalicylaldehydes and protected 1,2-amino alcohols have been convergently converted into a series of 2,3-dihydrobenzo[ f][1,4]oxazepines, which undergo an Ugi–Joullié multicomponent reaction with unusual long-range diastereoselectivity. This protocol allows the diastereoselective preparation, in only two steps, of a series of drug-like tetrahydrobenzo[ f][1,4]oxazepines, with the combinatorial introduction of four diversity points. The possibility of obtaining these compounds in enantiomerically pure form was also demonstrated.
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| Titolo: | Long-range Diastereoselection in an Ugi Reaction: Stereocontrolled and Diversity Oriented Synthesis of Tetrahydrobenzoxazepines |
| Autori: | |
| Data di pubblicazione: | 2013 |
| Rivista: | |
| Abstract: | Salicylaldehydes and protected 1,2-amino alcohols have been convergently converted into a series of 2,3-dihydrobenzo[ f][1,4]oxazepines, which undergo an Ugi–Joullié multicomponent reaction with unusual long-range diastereoselectivity. This protocol allows the diastereoselective preparation, in only two steps, of a series of drug-like tetrahydrobenzo[ f][1,4]oxazepines, with the combinatorial introduction of four diversity points. The possibility of obtaining these compounds in enantiomerically pure form was also demonstrated. |
| Handle: | http://hdl.handle.net/11567/631177 |
| Appare nelle tipologie: | 01.01 - Articolo su rivista |
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