95495-56-0Relevant academic research and scientific papers
A new synthesis of pleraplysillin-1, a sponge metabolite, using Wittig olefination
Rakshit, Moumita,Kar, Gandhi K.,Chakrabarty, Manas
, p. 1 - 9 (2017/07/26)
A new synthesis of pleraplysillin-1, a sponge metabolite, has been accomplished using Wittig olefination of 2-bromo-1-formyl-4, 4-dimethylcyclohex-1-ene with an appropriate ylide. A generalized study on the Wittig olefination of several 2-bromo-1-formyl-1-cycloalkenes with the ylides generated in situ from 2-(3/2-furyl)ethyltriphenylphosphonium bromides was also undertaken as a prerequisite. The described methodology is not the most efficient route to the desired isomer. However, it does offer a new route to molecules of type 1, with the advantages that it (i) is relatively simple, (ii) does not involve expensive or toxic organometallic reagents, and (iii) affords overall yields of the bromo analogues and the final diastereoisomeric mixtures, which are much better than those previously reported.
Synthetic Studies on the Ochtodane Type Terpenes II. Synthesis of Pleraplysillin-1
Masaki, Yukio,Hashimoto, Kinji,Serizawa, Yuzuru,Kaji, Kenji
, p. 3476 - 3482 (2007/10/02)
A furyl sesquiterpene pleraplysillin-1 (1), which posseses the ochtodane skeleton (2) in the molecule, was synthesized regio- and stereoselectively starting from the ochtodane type monoterpene (5).Two approaches were investigated: One is the route by way
SYNTHESIS OF PLERAPLYSILLIN-1
Masaki, Yukio,Hashimoto, Kinji,Serizawa, Yuzuru,Kaji, Kenji
, p. 1879 - 1880 (2007/10/02)
A marine sesquiterpene, pleraplysillin-1 was synthesized by way of coupling of an ochtodane derivative with 3-furfuryl bromide, and regio- and stereoselective olefinations.
