Unexpected heteroatom-assisted C-4 alkylation of a 1,3-dioxolane

Nucleophilic Substitution by Grignard Reagents on Sulfur Mustards

“…The only known example with 1 is a brief report of the use of trialkylaluminum compounds . It should be noted that by “anchimeric assistance” we do not mean the tethering of a reactive organometallic to the electrophile by means of a pendant heteroatom, which renders the C−C bond-forming event intramolecular and has occasionally been given the anchimeric assistance label. Rather, we refer to the stereochemically distinct double inversion process, in which the electrophile is activated by intramolecular interaction with a nucleophilic component and is subsequently captured by external nucleophile.…”