196392-89-9

Downstream Products

• 196393-00-7 (3S,4S,5R)-5-((S)-2-Benzyloxy-1-hydroxy-ethyl)-3,4-dimethyl-dihydro-furan-2-one 
• 474125-42-3 C₄₇H₆₆O₁₁ 
• 474125-44-5 C₄₅H₆₄O₁₁ 
• 474125-45-6 C₄₆H₆₄O₁₀ 
• 474125-43-4 C₄₅H₆₄O₁₀ 
• 474125-36-5 C₄₇H₆₂O₉ 
• 474125-39-8 C₄₁H₅₆O₁₀ 
• 474125-38-7 C₃₃H₄₈O₉ 
• 474125-24-1 (5R,7S,8R,9S,10S)-7-Benzyloxymethyl-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]decane 
• 474125-23-0 (3S,4S,5R,6S)-6-Benzyloxymethyl-5-methoxymethoxy-3,4-dimethyl-tetrahydro-pyran-2-one 
• 337309-16-7 (2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-yl ester 
• 474125-41-2 C₄₂H₅₇NO₉ 

Relevant academic research and scientific papers

Convergent synthesis of the HIJKLM ring fragment of ciguatoxin CTX3C

Ciguatoxin CTX3C is a representative congener of the ciguatoxins, which are known to be the principal causative agents of ciguatera food poisoning. The structure of CTX3C spans more than 3nm and is characterized by 13 ether rings. To attain a practical construction of this molecule, efficient supplies of the structural fragments are crucial. Herein we report the convergent synthesis of the HIJKLM ring fragment and present a new carbonyl olefination protocol to cyclize the J ring using low-valent titanium.

Stereoselective synthesis of the LM ring moiety of ciguatoxin: Reagent control of asymmetric dihydroxylation

Stereoselective synthesis of the LM ring moiety of ciguatoxin was achieved from (R)-(E)-1-benzyloxy-2-hydroxy-3-pentene via Ireland-Claisen rearrangement, iodolactonization, and reagent-controlled asymmetric dihydroxylation.