Catalytic<i>cis</i>to<i>trans</i>Conversions; Dihydroxybicyclo[2.2.1]heptane and 1,2-Dihydroxyindane
作者:Jay E. Taylor
DOI:10.1055/s-1985-31454
日期:——
cis-2-exo, 3-exo-Dihydroxybicylo[2.2.1]heptane (2) was isomerized in aqueous solution by an improved procedure to the corresponding trans-glycol 3 in 71% yield, using Raney nickel at 80°C for 56 hours. Similarly, cis-1,2-dihydroxyindane (5) was isomerized by Raney nickel at 60°C m 42 hours giving 31% trans-1,2-dihydroxyindane (7).
使用 Raney 镍在 80°C 下 56 小时,在水溶液中通过改进的程序将顺式-2-外,3-外-二羟基双环[2.2.1]庚烷(2)异构化为相应的反式乙二醇 3,收率为 71%。同样,顺式-1,2-二羟基茚满 (5) 在 60°C 下用 Raney 镍异构化 42 小时,得到 31% 的反式-1,2-二羟基茚满 (7)。