627077-47-8

Upstream product

• 1026622-66-1 Methanesulfonic acid (1S,3R)-1-[(2,4-dimethoxy-3-methyl-phenyl)-dimethoxy-methyl]-3-methyl-pent-4-ynyl ester 
• 627077-51-4 1,3-Dimethoxy-2-methyl-4-[(4Z,6E)-(1R,3R)-3-methyl-1-(2-methyl-propenyl)-octa-4,6-dienyl]-benzene 
• 627077-42-3 (2S,4R)-1-(2,4-Dimethoxy-3-methyl-phenyl)-1,1-dimethoxy-4-methyl-hex-5-yn-2-ol 
• 627077-45-6 (5Z,7E)-(2S,4R)-2-(2,4-Dimethoxy-3-methyl-phenyl)-4-methyl-nona-5,7-dienoic acid methyl ester 
• 627077-44-5 (Z)-(2S,4R)-6-Bromo-2-(2,4-dimethoxy-3-methyl-phenyl)-4-methyl-hex-5-enoic acid methyl ester 
• 627077-41-2 (3R,5S)-5-[(2,4-Dimethoxy-3-methyl-phenyl)-dimethoxy-methyl]-3-methyl-dihydro-furan-2-one 
• 627077-43-4 (2S,4R)-2-(2,4-Dimethoxy-3-methyl-phenyl)-4-methyl-hex-5-ynoic acid methyl ester 
• 627077-40-1 (S)-5-[(2,4-Dimethoxy-3-methyl-phenyl)-dimethoxy-methyl]-dihydro-furan-2-one 
• 627077-50-3 (S)-5-(2,4-Dimethoxy-3-methyl-benzoyl)-dihydro-furan-2-one 
• 627077-46-7 3-Methoxy-2-methyl-6-[(4Z,6E)-(1R,3R)-3-methyl-1-(2-methyl-propenyl)-octa-4,6-dienyl]-phenol 

Relevant academic research and scientific papers

A General Strategy to Elisabethane Diterpenes: Stereocontrolled Synthesis of Elisapterosin B via Oxidative Cyclization of an Elisabethin Precursor

Described is an efficient synthesis of the complex bioactive natural product, elisapterosin B, a potent in vitro inhibitor of Mycobacterium tuberculosis H37Rb. The synthesis elisapterosin B, prepared in its enantiomeric form, proceeds by a highly stereocontrolled sequence commencing with a simple glutamic acid derived compound. Pivotal steps in the sequence include (a) a pinacol-type ketal rearrangement to transfer chirality, (b) an IMDA reaction of an E,Z-diene to construct the elisabethin skeleton, and (c) a biosynthesis-inspired oxidative cyclization of the elisabethin precursor to elisapterosin B. Copyright