期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 17, 期 22, 页码 5601-5614出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob00838a
关键词
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资金
- Council of Scientific and Industrial Research (CSIR), New Delhi, India, XII Five Year Plan Programme under the title ORIGIN [CSC-0108]
- CSIR, New Delhi, India
- UGC, New Delhi, India
The first asymmetric total synthesis and stereochemical assignments of 10-membered macrolactones relgro and 10 '-oxorelgro are disclosed. To this end, palladium-catalyzed Stille coupling, the Mitsunobu reaction, ring-closing metathesis, EDCI promoted coupling and the Jacobsen hydrolytic kinetic resolution are used as key steps. The total synthesis followed by thorough evaluation of the optical rotation and CD spectral data led to the revision of the absolute configuration at C-6 ' for both relgro and 10 '-oxorelgro. Moreover, the H-1 as well as C-13 NMR data are reported for the first time for relgro.
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