350986-59-3Relevant academic research and scientific papers
Synthesis of the 1,6,8-trioxadispiro[4.1.5.2]tetradec-11-ene ring system present in the spirolide family of shellfish toxins and its conversion into a 1,6,8-trioxadispiro[4.1.5.2]-tetradec-9-en-12-ol via base-induced rearrangement of an epoxide
Brimble, Margaret A.,Furkert, Daniel P.
, p. 3573 - 3583 (2007/10/03)
The synthesis of the 1,6,8-trioxadispiro[4.1.5.2]tetradec-11-enes 12 present in the shellfish toxins spirolides B 1 and D 2, is reported. The two spirocentres were constructed via iterative radical oxidative cyclization of hydroxyalkyl dihydropyran 14 and
Synthesis of the C10-C22 bis-spiroacetal domain of spirolides B and D via iterative oxidative radical cyclization.
Furkert, Daniel P,Brimble, Margaret A
, p. 3655 - 3658 (2007/10/03)
[reaction: see text] A synthetic approach to the novel bis-spiroacetal moiety of spirolides B and D is reported. The strategy hinges upon successive formation of the spirocenters at C15 and C18 by radical oxidative cyclization, followed by base-induced re
Synthesis of an oxaspirolactone intermediate for the synthesis of spirolides
Brimble, Margaret A.,Fares, Fares A.,Turner, Peter
, p. 845 - 851 (2007/10/03)
A new method has been established for the preparation of C2-oxidized 5,5-spiroacetals, which are key intermediates for the synthesis of the bis-spiroacetal moiety of the spirolides. A bridged orthoester was used as a masked carboxylic acid in the preparat
