A new approach toward the total synthesis of (+)-batzellaside B

摘要: A new synthetic approach to (+)-batzellaside B from naturally abundant L-pyroglutamic acid is presented in this article. The key step involves Sharpless asymmetric dihydroxylation of an olefinic substrate functionalized with acetoxy group introduce two chiral centres diastereoselectively into the structure. Heterocyclic hemiaminal 4, which could be converted resulting product, was found provide stereospecific access enantiomerically enriched allylated intermediate, offering better prospects for total synthesis natural product.