期刊
CHEMICAL COMMUNICATIONS
卷 50, 期 18, 页码 2286-2288出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3cc48087a
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资金
- Netherlands Organization for Scientific Research (NWO-CW)
Sulfolipid-1, a tetra-acylated sulfotrehalose from Mycobacterium tuberculosis, was isolated over 40 years ago. Being a main component of the mycomembrane of M. tuberculosis, its biosynthesis and function have been studied in depth, but the chemical synthesis of sulfolipid-1 has not been reported. The synthesis presented here is based on iterative catalytic asymmetric conjugate additions of methylmagnesium bromide for the preparation of the phthioceranic and hydroxyphthioceranic acid side chains, a double regioselective reductive ring-opening and a five-fold deprotection in the final step.
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