Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 29, Pages 6993-6995Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201701438
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Funding
- JSPS KAKENHI [25221301, 16H01141, 13J04813]
- Platform Project for Supporting Drug Discovery and Life Science Research (Platform for Drug Discovery, Informatics, and Structural Life Science) from the Ministry of Education, Culture, Sports, Science and Technology of Japan (MEXT)
- Japan Agency for Medical Research and Development (AMED)
- Grants-in-Aid for Scientific Research [16H01141, 26253003, 13J04813] Funding Source: KAKEN
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Asymmetric total synthesis of (-)-morphine has been accomplished in 18 steps from commercially available 7-methoxy-2-tetralone. Our synthesis features a simple transformation from a readily prepared chiral intermediate, construction of the E-ring by acid-mediated cyclization, and singlet oxygen-mediated manipulation of the C-ring. Transformation of the final stage involves construction of the morphinan skeleton by means of 1,6-addition of in situ generated secondary amine.
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