1363. Brassard's Diene
Nomenclature
CAS number: 90857-62-8 (E-form);
74272-66-5
(unspecified stereo)
[[(1E)-1,3-Dimethoxy-1,3-butadienyl]oxy]trimethylsilane; 1,3-dimethoxy-1-trimethylsiloxy-1,3-butadiene. C9H18O3Si; mol wt 202.32.
C 53.43%, H 8.97%, O 23.72%, Si 13.88%.
Description and references
Highly reactive nucleophilic silyloxydiene; cf. Danishefsky's diene. Prepn: J. Savard, P. Brassard, Tetrahedron Lett. 20, 4911 (1979); eidem, Tetrahedron 40, 3455 (1984). Synthetic applications: M. M. Midland, R. W. Koops, J. Org. Chem. 55, 5058 (1990); T. Ito et al., Tetrahedron Lett. 34, 6583 (1993); Q. Fan et al., Eur. J. Org. Chem. 2005, 3542; of polymer-supported derivatives: C. Pierres et al., Tetrahedron Lett. 44, 3645 (2003).
