☆ 4.7 Article

Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions

Organic Chemistry Frontiers (2015)

期刊

Organic Chemistry Frontiers

卷 2, 期 3, 页码 236-240

出版社

CHINESE CHEMICAL SOC

DOI: 10.1039/c4qo00312h

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Chemistry, Organic

资金

National Natural Science Foundation of China
Tianjin Natural Science Foundation [12JCZDJC26400]
'111' project of the Ministry of Education of China [B06005]
Program for New Century Excellent Talents in University
NIH-NIGMS [R01GM080269]
National Science Foundation

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摘要

Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids bearing distinctive core structures were achieved through Staudinger reactions using a common intermediate. In the key cyclization step, water functioned like a switch to control which core structure to produce. The chemistry allowed for selective syntheses of the group of alkaloids from a simple intermediate through straightforward chemical operations.

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