Thermal rearrangement of tert-butyl substituted 9,10- and 11,12-allenic retinoids: 11-cis-isomers of 19,19,19- and 20,20,20-trimethylretinoids

Autor: Shen, Giin-Yuan, de Lera, Angel R, Norman, Thea C, Haces, Alberto, Okamura, William H
Zdroj: Tetrahedron Letters; January 1987, Vol. 28 Issue: 26 p2917-2920, 4p
Abstrakt: The 9,10- and 11,12-allenic retinoids, 5aand 6a, respectively, were synthesized in high yield and specificity by t-butylation of the propargylic benzoates 9band 12b, respectively. Thermal isomerization of the allenes afforded the 11-cis, the 11,13-dicisand the 9,11,13-tricisisomers of the 9-t-butyl retinol 3and the 11,13-dicisisomer of the 13-t-butyl retinol 4.
Databáze: Supplemental Index