(Chemical Presented) It takes three : The stereoselective synthesis of highly substituted γ-lactams from amide enolates, acylsilanes, and imines is reported. This multicomponent reaction accesses γ-amino-β-hydroxy amides in a single flask with good yields and excellent levels of diastereoselectivity (see scheme). Exposure of the linear products to microwave irradiation and acidic conditions promotes a cyclization to form the corresponding γ-lactams in excellent yields.
|Original language||English (US)|
|Number of pages||4|
|Journal||Angewandte Chemie - International Edition|
|State||Published - Mar 7 2008|
- Chiral auxiliaries
- Synthetic methods
ASJC Scopus subject areas
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CCDC 676688: Experimental Crystal Structure Determination
Lettan II, R. B. (Contributor), Woodward, C. C. (Creator) & Scheidt, K. A. (Creator), Cambridge Crystallographic Data Centre, 2008
DOI: 10.5517/ccqq4n6, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccqq4n6&sid=DataCite