1, 2-Disubstituted cyclohexane nucleosides: comparative study for the synthesis of cis and trans adenosine analogues
D Viña, L Santana, E Uriarte, C Terán
Index: Vina, Dolores; Santana, Lourdes; Uriarte, Eugenio; Teran, Carmen Tetrahedron, 2005 , vol. 61, # 2 p. 473 - 478
Full Text: HTML
Citation Number: 16
Abstract
A new class of adenosine analogues with 1, 2-disubstituted carbocycles (with cis and trans stereochemistry) have been synthesized. Construction of the base on the amino group of (±)- cis-(2-aminocyclohexyl) methanol was more efficient than the Mitsunobu condensation between the purine base and protected (±)-trans-(2-hydroxymethyl) cyclohexanol. The latter strategy gave the final compound with cis stereochemistry in a short number of steps with ...
Related Articles:
[Trost, Barry M.; Shen, Hong C.; Horne, Daniel B.; Toste, F. Dean; Steinmetz, Bernhard G.; Koradin, Christopher Chemistry - A European Journal, 2005 , vol. 11, # 8 p. 2577 - 2590]
[Avery, Mitchell A.; Jennings-White, Clive; Chong, Wesley K. M. Journal of Organic Chemistry, 1989 , vol. 54, # 8 p. 1789 - 1792]
[Detty, Michael R.; Seidler, Mark D. Journal of Organic Chemistry, 1981 , vol. 46, # 7 p. 1283 - 1292]
[Trost, Barry M.; Shen, Hong C.; Horne, Daniel B.; Toste, F. Dean; Steinmetz, Bernhard G.; Koradin, Christopher Chemistry - A European Journal, 2005 , vol. 11, # 8 p. 2577 - 2590]
[Detty, Michael R.; Seidler, Mark D. Journal of Organic Chemistry, 1981 , vol. 46, # 7 p. 1283 - 1292]