On the thermal sigmatropic rearrangement of allenic retinoids: 12, 14-retro-retinol
J Sueiras, WH Okamura
Index: Sueiras; Okamura Journal of the American Chemical Society, 1980 , vol. 102, # 20 p. 6255 - 6259
Full Text: HTML
Citation Number: 13
Abstract
Abstract: The 11, 12-allenic retinoid 7 (Y= CH20Si (CH3),-t-Bu) was synthesized in 51% yield by Wittig condensation of the ylide of P-ionyltriphenylphospnium bromide (12) with the allenic aldehyde 1Oc. The latter was synthesized from isopentenyl alcohol 8a in four steps (53% overall). Thermolysis of 7 (Y= CH20Si (CH3) 2-t-Bu) afforded a-1.9: 1 ratio of the double bond shifted retinoid (a retro-ene isomer) 13a and a mixture of retinol ethers (-2: 1 ...
Related Articles:
[Kao, Chai-Lin; Kittleman, William; Zhang, Hua; Seto, Haruo; Liu, Hung-Wen Organic Letters, 2005 , vol. 7, # 25 p. 5677 - 5680]
[Kao, Chai-Lin; Kittleman, William; Zhang, Hua; Seto, Haruo; Liu, Hung-Wen Organic Letters, 2005 , vol. 7, # 25 p. 5677 - 5680]
[Kao, Chai-Lin; Kittleman, William; Zhang, Hua; Seto, Haruo; Liu, Hung-Wen Organic Letters, 2005 , vol. 7, # 25 p. 5677 - 5680]
[Kao, Chai-Lin; Kittleman, William; Zhang, Hua; Seto, Haruo; Liu, Hung-Wen Organic Letters, 2005 , vol. 7, # 25 p. 5677 - 5680]
[Giner, Jose-Luis; Arigoni, Duilio Chemical Communications, 2002 , # 13 p. 1388 - 1389]