Reaction of 2-methoxy-1,3-dioxane with grignard reagents: reagent-substrate complexation and stereoelectronic control.
作者:William F. Bailey、Allan A Croteau
DOI:10.1016/s0040-4039(01)90150-9
日期:——
The stereoelectronically controlled reaction of 2-methoxy-1,3-dioxane () with Grignard reagents does not follow the course suggested by the behavior of anancomeric models for the conformational isomers of . Treatment of with RMgX leads to the predominant formation of acid labile 3-(1′-methoxyalkoxy)-1-propanols, derived from endocyclic cleavage of the ring CO bond, and only minor amounts of the expected
2-甲氧基-1,3-二恶烷()与Grignard试剂的立体电子控制反应不符合构象异构体的anancomeric模型的行为建议的过程。用RMgX处理会导致主要形成酸不稳定的3-(1'-甲氧基烷氧基)-1-丙醇,其是由环CO键的环内裂解产生的,并且仅产生少量的预期2-R-1, 3-二恶烷。