Aspects of stereocontrol in the L-Selectride reduction of 4-acyl-1,3-dioxolane derivatives

作者：Robertson Jeremy^*; Unsworth William P; Lamont Scott G

来源：Tetrahedron, 2010, 66(13): 2363-2372.

DOI：10.1016/j.tet.2010.01.107

• Diastereoselective
• Ketones
• Lactols
• Polyols

The application of L-Selectride, either alone or in combination with ZnCl(2), to aryl ketones 1, 8 and 11 resulted in highly anti-stereoselective reduction. In contrast, lactols 22 and 23 gave a moderate syn-preference using L-Selectride alone and a high syn-preference in the presence Of ZnCl(2). Uniquely, high anti- stereoselectivity was observed in the reduction of o-anisyl lactol 37 with L-Selectride alone, which was switched to a high syn-preference when ZnCl(2) Was present.

• 出版日期2010-3-27