Concise total syntheses of variolin B and deoxyvariolin B

被引:38
作者
Anderson, RJ
Hill, JB
Morris, JC [1 ]
机构
[1] Univ Adelaide, Sch Chem & Phys, Adelaide, SA, Australia
[2] Univ Canterbury, Dept Chem, Christchurch 1, New Zealand
关键词
D O I
10.1021/jo050523v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of the marine alkaloid variolin B has been achieved in 8 steps and 17% overall yield, starting from commercially available 4-chloro-2-methylthiopyrimidine. The key reaction involves the tandem deoxygenation and cyclization of a triarylmethanol using a combination of triethylsilane and trifluoroacetic acid. In addition, the deoxygenated analogue was prepared in 6 steps and 23% overall yield, starting from the same starting material.
引用
收藏
页码:6204 / 6212
页数:9
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