Asymmetric addition of aryloxy ethynyl lithium derivatives to N-sulfinyl imines

作者：Verrier Charlie; Carret Sebastien; Poisson Jean Francois^*

来源：Monatshefte fur Chemie, 2013, 144(4): 455-460.

DOI：10.1007/s00706-012-0907-1

• Nucleophilic additions
• Organometallic compounds
• Solvent effect
• Asymmetric synthesis
• Ynol ethers

Aryloxy ethynyl lithium species can be generated in diethyl ether and efficiently added to aliphatic and aromatic N-sulfinyl imines in THF, affording aryloxypropargyl sulfinamides in good yield, and in most cases high diastereoselectivity. The diastereoselectivity can be reversed by precomplexation of the N-sulfinyl imine with BF3 center dot OEt2.

• 出版日期2013-4