Rearrangement of unsaturated 2,4-O-benzylidenehexitol derivatives into C-glycosylbenzene derivatives
作者:János Kuszmann、Benjámin Podányi、Gyula Jerkovich
DOI:10.1016/s0008-6215(00)90991-1
日期:1992.7
4-dichlorophenyl)-D-xylo-hex-5-enit ol and 2-C-[(R)-acetoxy(2,4-dichlorophenyl)methyl]-3,4,6-tri-O-acetyl-2-deoxy- beta-L-galacto- and -beta-L-gulo-hexopyranosylbenzene. The mechanism of this new rearrangement was studied by exchanging the substituents at C-1 and C-3 in 3 and those of the aromatic ring attached to C-6.
乙酰化(Z)-1,3-二-O-乙酰基-2,4-O-亚苄基-6-C-(2,4-二氯苯基)-D-二甲苯基-x-5-烯醇(3) (E)-1,2,3,4-四-O-乙酰基-6-C-(2,4-二氯苯基)-D-二甲苯基-六-5-烯醇和2-C-[(R)-乙酰氧基(2,4-二氯苯基)甲基] -3,4,6-三-O-乙酰基-2-脱氧-β-L-半乳糖基和-β-L-古洛基-吡喃糖基苯。通过交换3中C-1和C-3的取代基以及与C-6相连的芳环的取代基,研究了这种新的重排机理。