ArticleOrganic letters2009
Direct, intermolecular, enantioselective, iridium-catalyzed allylation of carbamates to form carbamate-protected, branched allylic amines.
Article in Organic letters, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- Enantioselective construction ofChemical science · 2015Article
- Mechanistically driven development of iridium catalysts for asymmetric allylic substitution.Accounts of chemical research · 2010Article
- Iridium-catalyzed, regio- and enantioselective allylic substitution with aromatic and aliphatic sulfinates.Organic letters · 2010Article
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Authors and funding
4 authors.
Funding
Abstract
The direct reaction between carbamates and achiral allylic carbonates to form branched, conveniently protected primary allylic amines with high regioselectivity and enantioselectivity is reported. This process occurs without base or with 0.5 equiv K(3)PO(4) in the presence of a metalacyclic iridium catalyst containing a labile ethylene ligand. The reactions of aryl-, heteroaryl-, and alkyl-substituted allylic carbonates with BocNH(2), FmocNH(2), CbzNH(2), TrocNH(2), TeocNH(2), and 2-oxazolidinone occur in good yields, with high selectivity for the branched isomer and high enantioselectivities (98% average ee).
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