Upon treatment with the organoaluminum-based combination of Lewis acid and nucleophile, chiral mesyloxy acetal having a Co-complexed alkynyl group undergoes stereospecific 1,2-shift of the complexed alkynyl and the concomitant attack of te ligand R of the organoaluminum reagent. Decomplexation of the products with CAN gives the chiral acetals of α-alkynyl carbonyl compounds in enantiomerically pure form in high yields.
在用
路易斯酸和亲核试剂的基于
有机铝的组合处理后,具有共络合炔基的手性
甲磺酰氧基缩醛经历络合炔基的立体特异性1,2-位移以及
有机铝试剂的
配体R的伴随攻击。用 CAN 对产物进行解络,以高产率得到对映体纯形式的 α-炔基羰基化合物的手性
缩醛。