Tetrahedron p. 7657 - 7666 (1993)
Update date:2022-08-02
Topics:
Harusawa, Shinya
Takemura, Shigetaka
Osaki, Hirotaka
Yoneda, Ryuji
Kurihara, Takushi
(+/-)-Yellow scale pheromone 1 has been synthesized via the route illustrated in Scheme 1.The <3,3>sigmatropic ring expansion of 8-membered thionocarbonate 4 exclusively produced the (Z)-10-membered thiolcarbonate 3, which was transformed via three steps to the intermediate 2 with all the necessary carbon atoms for the pheromone.Reductive removal of the SCO mioety in 2 followed by acetylation gave 1.
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Doi:10.1055/s-1993-25940
(1993)Doi:10.1055/s-2008-1078498
(2008)Doi:10.1016/S0022-328X(00)91225-7
(1978)Doi:10.1080/10426507.2012.743544
(2013)Doi:10.1016/j.tet.2013.12.012
(2014)Doi:10.1039/c3cc48509a
(2014)
