| Literature DB >> 26212928 |
Jie Ouyang1, Rui Yan1, Xianwei Mi1, Ran Hong2.
Abstract
The first total synthesis of (-)-hosieine A was accomplished and features an unprecedented nitroso-ene cyclization to construct the 2-azabicyclo[3.2.1]octane ring system. Phosphine-enabled stereoselective bromohydrination provided interesting mechanistic insights into the anti-Markovnikov process. Also noteworthy is the retention of stereochemistry at C9 in the facile radical debromination initiated by Et3 B/air.Entities:
Keywords: ene reaction; hyperconjugation; receptors; ring-closing metathesis; total synthesis
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Year: 2015 PMID： 26212928 DOI： 10.1002/anie.201505251
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336