78135-19-0Relevant academic research and scientific papers
REACTION OF 2-METHOXY-1,3-DIOXANE WITH GRIGNARD REAGENTS: REAGENT-SUBSTRATE COMPLEXATION AND STEREOELECTRONIC CONTROL.
Bailey, William F.,Croteau, Allan A.
, p. 545 - 548 (2007/10/02)
The stereoelectronically controlled reaction of 2-methoxy-1,3-dioxane (1) with Grignard reagents does not follow the course suggested by the behavior of anancomeric models for the conformational isomers of 1.Treatment of 1 with RMgX leads to the predominant formation of acid labile 3-(1'-methoxyalkoxy)-1-propanols, derived from endocyclic cleavage of the ring C-O bond, and only minor amounts of the expected 2-R-1,3-dioxanes.
