期刊
ORGANIC LETTERS
卷 18, 期 4, 页码 662-665出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b03592
关键词
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资金
- Australian Research Council [DE120101653]
- MX2 beamline at the Australian Synchrotron under a Collaborative Access Program [AS143_MXCAP_8503]
- Australian Government
- Intersect Australia Ltd.
- Australian Research Council [DE120101653] Funding Source: Australian Research Council
Stereoselctively fluorinated analogues of the amino acid statine have been efficiently synthesized. The key step is an organocatalytic electrophilic fluorination of a chiral beta-oxygenated aldehyde, which provided a test of both diastereoselectivity and chemoselectivity. The target statine analogues were found to adopt unique conformations influenced by the fluorine gauche effect, rendering them potentially valuable building blocks for incorporation into bioactive peptides.
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