期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 74, 期 14, 页码 5107-5110出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo9007223
关键词
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资金
- NIH-NIGMS [GM071650]
- NIH [5T32GM008597-12]
- Camille and Henry Dreyfus Foundation
- GlaxoSmithKline
- Eli Lilly
- Amgen
- 3M
A four-step synthesis of cis-3,5-disubstituted morpholines from enantiomerically pure amino alcohols is described. The key step in the synthesis is a Pd-catalyzed carboamination reaction between a substituted ethanolamine derivative and an aryl or alkenyl bromide. The morpholine products are generated as single stereoisomers in moderate to good yield. This strategy also provides access to fused bicyclic morpholines as well as 2,3- and 2,5-disubstituted products.
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