272787-66-3

Upstream product

• 272787-57-2 4-(2-methoxybut-3-ynyl)-2,2-dimethyl-[1,3]dioxolane 
• 272787-64-1 1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4-trimethylsilylbut-3-yn-2-ol 
• 272787-58-3 acetic acid 2-[6-(2,2-dimethyl-[1,3]dioxolan-4-yl)-5-methoxy-2-methylenehex-3-ynyl]tetrahydropyran-3-yl ester 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 272787-65-2 Acetic acid (2R,3S)-2-((S)-7,8-dihydroxy-5-methoxy-2-methylene-oct-3-ynyl)-tetrahydro-pyran-3-yl ester 

Downstream Products

• 272787-67-4 (2R,3S)-2-[(S)-8-(tert-Butyl-diphenyl-silanyloxy)-7-hydroxy-5-methoxy-2-methylene-oct-3-ynyl]-tetrahydro-pyran-3-ol 

Relevant academic research and scientific papers

Synthesis of the H-I-J tricyclic fragment of ciguatoxin, a marine polyether toxin

During the course of our synthetic studies on ciguatoxin, synthesis of H-I-J tricyclic fragment has been stereoselectively achieved starting from a D-glucal derivative. The key steps are Sonogashira coupling reaction and cobalt complex-mediated oxocane cyclization.

Synthetic studies on the HIJK-ring fragment of ciguatoxin

Synthesis of the tetracyclic HIJK-ring fragment of ciguatoxin with high stereoselectivity has been achieved starting from a sugar derivative directed toward the synthesis of the right part of ciguatoxin. Sonogashira coupling of a vinyl iodide with an acetylene derivative, cobalt complex-mediated (seven- and eight-membered ring) cyclizations and a heteroconjugate addition reaction play important roles in the current research work. (C) 2000 Elsevier Science Ltd.