期刊
ORGANIC LETTERS
卷 11, 期 13, 页码 2944-2947出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol901151u
关键词
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资金
- NIGMS NIH HHS [R29 GM055382, R01 GM055382, R01 GM055382-14, R37 GM055382, F32 GM075703-04, GM-55382, R37 GM055382-15, GM075703, F32 GM075703] Funding Source: Medline
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 K3PO4 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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