Journal
ORGANIC LETTERS
Volume 12, Issue 8, Pages 1688-1691Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol100161n
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Funding
- Major Basic Research Development Program [2010CB833300]
- NSFC [20872161, 20821002, 20932008]
- Chinese Academy of Sciences
- Science and Technology Commission of Shanghai Municipality [10ZR1436800]
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The asymmetric catalytic synthesis of beta-substituted tryptophan derivatives was realized in high diastereo- and enantioselectivity by the reaction of glycine derivatives with sulfonylindoles in the presence of catalyst derived from AgCl and a commercially available chiral monodentate phosphoramidite ligand. The resulting adduct was readily converted to beta-substituted tryptophan in 95% overall yield for two steps, which presented a highly efficient route to chiral beta-substituted tryptophan.
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