1206727-47-0Relevant articles and documents
Highly diastereoselective addition of alkynylmagnesium chlorides to N-tert-butanesulfinyl aldimines: A practical and general access to chiral α-branched amines
Chen, Bai-Ling,Wang, Bing,Lin, Guo-Qiang
experimental part, p. 941 - 944 (2010/07/13)
(Chemical Equation Presented) The addition of alkynylmagnesium chlorides to N-tert-butanesulfinyl imines proceeded with a remarkably high diastereoselectivity (dr > 13:1, mostly diastereopure), and with a general scope of both reaction partners. The high dr translated into simplified purification and higher optical purity for the synthesis of a wide array of chiral R-branched amines. The alkyne functionality also provides a multitude of opportunities for further synthetic transformations. The short asymmetric synthesis of (+)-angustureine 7 and (-)-cuspareine 10 was realized with use of this approach.