Synthesis 2016; 48(22): 3951-3956
DOI: 10.1055/s-0035-1562491
paper
© Georg Thieme Verlag Stuttgart · New York

Construction of the Core Structure of Trichotomone

Hongli Yin
a   Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, Chengdu, Sichuan 610064, P. R. of China
,
Zhe Meng
a   Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, Chengdu, Sichuan 610064, P. R. of China
,
Bo Liu*
a   Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, Chengdu, Sichuan 610064, P. R. of China
b   State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, P. R. of China   Email: chembliu@scu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 01 April 2016

Accepted after revision: 16 May 2016

Publication Date:
29 June 2016 (online)


Abstract

The catecholic ketal core substructure of trichotomone, a dimeric abietane-type diterpenoid, was constructed. Key elements of the synthesis include an Ullmann condensation between a phenol and phenyl bromide, and the final 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-mediated oxidative dearomatization/ketalization reaction.

Supporting Information

 
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