1021603-72-4Relevant articles and documents
Diastereoselective brook rearrangement-mediated [3 + 4] annulation: Application to a formal synthesis of (+)-laurallene
Sasaki, Michiko,Hashimoto, Azusa,Tanaka, Koudai,Kawahata, Masatoshi,Yamaguchi, Kentaro,Takeda, Kei
supporting information; experimental part, p. 1803 - 1806 (2009/04/10)
The formal synthesis of (+)-laurallene, a halogenated eight-membered ring ether, was accomplished. The synthesis involves construction of a trans α,α -disubstituted oxocene structure 16 through a Brook rearrangement-mediated [3 + 4] annulation using acryloylsilane 10 and 6-oxa-2-cycloheptenone 9 and its conversion into 2, which has been transformed into (+)-laurallene by Crimmins and co-workers.
