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Letters in Organic Chemistry

Author(s): Xiuyuan Duan, Qian Wang, Muhammad Shahab, Chaoqun Liang, Gudong Li* and Guojun Zheng*

DOI: 10.2174/1570178619666220902145750

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Efficient Synthesis of the Key Intermediate of Scopolamine by [4+3] Cycloaddition Reaction

Page: [117 - 122] Pages: 6

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Abstract

Scopolamine, as an anticholinergic agent, plays a regulatory role in the peripheral nervous system. In this paper, 6,7-dehydrotropinone, which is the key intermediate of scopolamine, is synthesized in moderate yield through [4+3] cyclization reaction and Barton deoxygenation reaction. This route has good application prospects with mild reaction conditions, moderate yield, and simple operating procedures.

Keywords: Scopolamine, 6, 7-dehydrotropinone, [4+3] Cycloaddition reaction, Barton-McCombie deoxygenation, mild reaction conditions, better application perspective.