181129-07-7

Upstream product

• 18409-93-3 (+)-1,2-dihydro-α-santonin 
• 181129-03-3 1-((11S)-3,3-ethanedithioeudesma-4,6-dien-12-oyl)-pyrrolidine 
• 181129-04-4 (11S)-3,3-ethanedithioeudesma-4,6-dien-12-ol 
• 162211-67-8 (4aS,7S,8S)-8-Hydroxy-1,4a-dimethyl-7-((S)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyl)-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one 
• 162211-63-4 (S)-1,4a-Dimethyl-7-((S)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyl)-4,4a,5,6-tetrahydro-3H-naphthalen-2-one 
• 71098-88-9 N-phenylselanylphthalimide 
• 181129-06-6 (11S)-3-oxoeudesma-4,6-dien-12-ol 

Relevant academic research and scientific papers

Ring-opening aminolysis of sesquiterpene lactones: An easy entry to bioactive sesquiterpene derivatives. Synthesis of (+)-β-cyperone and (-)-eudesma-3,5-diene from Santonin

Santonin (1) and other sesquiterpene lactones (2-3) react with pyrrolidine and other cyclic secondary amines to afford γ-hydroxyamides, which by elimination with mesyl chloride in pyridine-benzene at 80°C give unsaturated amides 4a-4c, 5a-5c and 6. Starting from amides 5a-5c a series of bioactive compounds against Locusta migratoria have been prepared, differing in the oxidation states of the C-3 and C-12 carbon atoms. Starting from amides 5a and 6 two conjugated diene eudesmanes (+)-β-cyperone (15) and (-)eudesma-3,5-diene (19) have been prepared involving an elaboration of the amide group of the side chain of the eudesmane skeleton.