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. 2013 Jun;8(6):1105-9.
doi: 10.1002/asia.201300139. Epub 2013 Mar 18.

Formal synthesis of (±)-morphine

Jing Li  1 , Guo-Liang Liu, Xian-He Zhao, Ji-Yuan Du, Hu Qu, Wen-Dao Chu, Ming Ding, Cong-Yang Jin, Meng-Xue Wei, Chun-An Fan
Affiliations

Formal synthesis of (±)-morphine

Jing Li et al. Chem Asian J. 2013 Jun.

Abstract

The pain ends here: A novel synthetic strategy for the construction of (±)-morphine rings B and E was developed, in which SmI2 -promoted reductive coupling/desulfurization and tandem alcoholysis/oxa-Michael addition featured as the key steps for the assembly of the C9-C14 and C5-O bonds, respectively. Asymmetric tandem alcoholysis/oxa-Michael addition was also feasible for the enantiocontrolled synthesis of morphine.

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