55760-16-2Relevant articles and documents
(-)-Grandisol, the antipode of the boll weevil pheromone, is biologically active
Mori,Tamada,Hedin
, p. 653 - 654 (1978)
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Utilization of Selenium-directed Cycloadditions: Concise Synthesis of (+/-)-Fragranol
Yamazaki, Shoko,Fujitsuka, Hiroyuki,Takara, Fukumi,Inoue, Takashi
, p. 695 - 700 (2007/10/02)
The reaction of 2-(phenylseleno)prop-1-ene 1 and methyl vinyl ketone 2 in the presence of EtAlCl2 gave the cycloadducts 3a and 3b.A radical substitution of the adducts 3a and 3b with allyltributyltin gave the allylated cyclobutane product, which was transformed into the cyclobutane natural product, (+/-)-fragranol.Stereoselective radical substitution using the ethylene glycol ketals of compounds 3a and 3b was also achieved.
STEREOSELECTIVE TOTAL SYNTHESIS OF RACEMIC GRANDISOL. AN IMPROVED CONVENIENT PROCEDURE
Rosini, Goffredo,Marotta, Emanuela,Petrini, Marino,Ballini, Roberto
, p. 4633 - 4638 (2007/10/02)
(+/-) Grandisol has been stereoselectively synthesized in a 31 percent overall yield by a practical and convenient procedure employing the Salomon photobicyclization as the key-step.