Stereoselective insertion of formamides into the C-Si bond of siliranes

摘要

The carbonyl groups of amides, although electrophilic enough to react with potent nucleophiles such as alkyl- lithium or -magnesium reagents,~1 are unreactive toward many other carbon uncleophiles. Consequently, they can be employed as solvents in carbon-carbon bond-forming reations.~2 For example, silicon-containing nucleophiles, such as hypercoordinate siliconates~3,4 and allylsilanes,~5 add to aldehydes in N,N-dimethylformamide (DMF) solutions.