Colyer John T, Andersen Neil G, Tedrow Jason S, Soukup Troy S, Faul Margaret M
Chemistry Process Research and Development, Amgen Inc., Thousand Oaks, CA 91320-1799, USA.
J Org Chem. 2006 Sep 1;71(18):6859-62. doi: 10.1021/jo0609834.
A variety of N-tert-butanesulfinyl imines were reduced with NaBH4 in THF containing 2% water to provide the corresponding secondary sulfinamides in high yield and diastereoselectivity. By using the same sulfinyl imine starting materials and changing the reductant to L-Selectride, the stereoselectivity could be efficiently reversed to afford the opposite product diastereomer in high yield and selectivity.
在含有2%水的四氢呋喃中,用硼氢化钠还原多种N-叔丁基亚磺酰亚胺,以高收率和非对映选择性得到相应的仲亚磺酰胺。通过使用相同的亚磺酰亚胺原料,并将还原剂改为L-Selectride,可以有效地反转立体选择性,以高收率和选择性得到相反的非对映体产物。