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. 2005 Aug 5;70(16):6204-12.
doi: 10.1021/jo050523v.

Concise total syntheses of variolin B and deoxyvariolin B

Regan J Anderson  1 , Jonathan B Hill, Jonathan C Morris
Affiliations

Concise total syntheses of variolin B and deoxyvariolin B

Regan J Anderson et al. J Org Chem. .

Abstract

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.

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