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手性环己烷骨架广泛存在于天然产物和药用化学品的分子结构中,多取代手性环己烷衍生物在有机合成中是一类非常重要的中间体.开发一种手性诱导的串联环化反应,并将其用于多取代手性环己烷骨架的构建中.在相转移催化剂作用下,光学活性γ-硝基酮与查尔酮顺利反应得到具有5个连续的碳原子立体中心的手性环己烷衍生物,收率40%~71%,对映选择性90%~98%.该合成策略中查尔酮底物适用性好,尤其是手性在各步反应中得到了很好的传递.
Chiral cyclohexane skeletons are widely found in the molecular structures of natural products and medicinal chemicals, and polysubstituted cyclohexane derivatives are a very important class of intermediates in organic synthesis. To develop a chirally-induced Tandem cyclization and its use in the construction of polysubstituted cyclohexane skeleton.Under the phase transfer catalyst, the optically active γ-nitroketone reacted smoothly with chalcone to give a compound with 5 consecutive carbon atoms The stereoselectivity of the chiral cyclohexane derivatives was 40% ~ 71% with enantioselectivities of 90% ~ 98% .The chalcone substrate exhibited good applicability in this synthesis strategy, especially the chirality in each reaction step In the get well delivered.