Synthesis and reactivity of benzylic epoxides derived from 1, 2, 3, 9, 10, 10a-hexahydrophenanthrene. Search for a unified mechanism for the ring opening of 2- …
M Chini, P Crotti, F Macchia
文献索引：Chini, Marco; Crotti, Paolo; Macchia, Franco Journal of Organic Chemistry, 1989 , vol. 54, # 16 p. 3930 - 3936
The diastereoisomeric benzylic epoxides 4a and 4b were synthesized, and their ring- opening reactions under acidic conditions were compared with those of the known epoxides 2 and 3. The chemical behavior of 4 more nearly resembles that of 3, thus suggesting that the differences in chemical behavior between 2 and 3 could be ascribed to the different conformational rigidity of the aryl in these systems. The ring opening of 4 forms significant ...
