Department of Chemistry and Materials Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto, Japan, 606-8585.
Org Lett. 2010 Nov 19;12(22):5270-3. doi: 10.1021/ol1023213. Epub 2010 Oct 29.
A practical one-pot method has been developed for preparing enantioenriched secondary allylic alcohols starting from terminal alkynes and aldehydes. Hydroboration of terminal alkynes with dicyclohexylborane and subsequent reaction of the resulting alkenylboron reagents with aldehydes in the presence of a catalytic amount (5 mol %) of 3-(3,5-diphenylphenyl)-H(8)-BINOL and excess titanium tetraisopropoxide afforded the corresponding allylic alcohols in high enantioselectivities up to 94% ee.
已开发出一种实用的一锅法，可从末端炔烃和醛制备对映体富集的仲烯丙醇。二环己基硼烷对末端炔烃进行硼氢化，然后在 3-(3,5-二苯基苯基)-H(8)-BINOL（5mol%）和过量钛四异丙醇酯的存在下，使生成的烯基硼试剂与醛反应，可高对映选择性地获得高达 94%ee 的相应烯丙醇。
