Department of Chemistry, Metcalf Center for Science and Engineering, 590 Commonwealth Avenue, Boston University, Boston, Massachusetts 02215, USA.
Org Lett. 2010 May 7;12(9):2112-5. doi: 10.1021/ol100604m.
Enantioenriched homoallylic ethers containing a alpha,beta-unsaturated ester (syn-vinylogous aldol products) were directly accessed by Lewis acid catalyzed crotylation utilizing chiral silane 2. The reagents were prepared by enantioselective Si-H insertion to an alpha-diazovinylacetates using Davies' Rh(2)(DOSP)(4) catalyst or chiral Cu(I) Schiff base complex.
手性硅烷 2 通过路易斯酸催化的烯丙基化作用直接得到含有α,β-不饱和酯的对映体富集的偕烯丙基醚(顺式乙烯基醇醛缩合产物)。这些试剂是通过使用 Davies' Rh(2)(DOSP)(4)催化剂或手性 Cu(I)席夫碱配合物对α-重氮乙烯基乙酸酯进行对映选择性 Si-H 插入反应来制备的。