期刊
ORGANIC LETTERS
卷 14, 期 23, 页码 5884-5887出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol302798g
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资金
- School of Pharmacy, University of Oslo
- Norwegian Research Council (KOSK II)
Asymmetric iodolactonization of gamma- and delta-unsaturated carboxylic acids has been explored in the presence of six different chiral organocatalysts 5-8. The catalyst 6b was found to facilitate the cyclization of 5-arylhex-5-enoic acids 1 to the corresponding iodolactones 2 with up to 96% ee. By this protocol, unsaturated carboxylic acids are converted enantioselectively to synthetically useful delta-lactones in high yields using commercially available NIS. Apparently, both hydrogen bonding and aryl/aryl interactions are important for efficient stereodifferentiation.
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