The enantioselective total synthesis of 12 carboxyeudesma 3,11(13) diene(1) was achieved starting from(-) dihydrocarvone in ten steps for the first time. The key steps mainly include the introduction of hydroxyl group into C 12 position of eudesmane by Vilsmeier chlorination and the generation of C3-C4 double bond into the eudesmane skeleton by elimination of halide.
Baker’s Yeast mediated reduction of optically active diketone has been described.
Xiao Lei GAO, Gang ZHOU, Yu Kun GUAN, Wei Dong LI, Yu Lin LI* National Laboratory of Applied Organic Chemistry and Institute of Organic Chemistry, Lanzhou University, Lanzhou 730000
A facile and efficient diastereoselective synthesis of 7 epi γ eudesmol starting from(-) dihydrocarvone has been carried out in 5 steps at the first time. [WT5HZ]