采用改进的方法,以NaH作为碱,在温和条件下通过二氢奎尼丁和3,6-二氯哒嗪的亲核取代反应合成了手性配体3,6-双(9-O-二氢奎尼丁)哒嗪((DHQD)2PYDZ), 配体的产率为78%. 以N-氯代氨基甲酸苄酯钠为氧化-供氮试剂,由(DHQD)2PYDZ与OsO4原位生成的催化剂在6种烯烃的不对称氨羟化反应中表现出较高的立体选择性(83%～92%)和区域选择性(79:21～88:12),反应主产物的化学产率为40%～76%.
参考文献
| [1] | Li G;Chang H-T;Sharpless K B .[J].Angewandte Chemie International Edition,1996,35(04):451. |
| [2] | Liu D;Tang W J;Zhang X M .[J].Organic Letters,2004,6(04):513. |
| [3] | Reddy KL.;Sharpless KB. .From styrenes to enantiopure alpha-arylglycines in two steps[J].Journal of the American Chemical Society,1998(6):1207-1217. |
| [4] | Tao B;Schlingloff G;Sharpless K B .[J].Tetrahedron Letters,1998,39(17):2507. |
| [5] | Lohray B B;Bhushan V;Reddy G J .[J].Indian Journal of Chemistry,Section B:Organic Chemistry Including Medicinal Chemistry,2002,1(41B):161. |
| [6] | 程司堃,匡永清,路丽华,李晓晔,张生勇.1,4-双（9-O-奎宁）-2,3-二氮杂萘-OsO4催化烯烃的不对称氨羟化反应[J].高等学校化学学报,2004(04):651-653. |
| [7] | Corey E J;Noe M C;Sarshar S .[J].Journal of the American Chemical Society,1993,115(09):3828. |
| [8] | Baumgarten H E.Organic Syntheses Collective[M].New York:John Wilsey & Sons Inc,1973:183. |
| [9] | Li G;Angert H H;Sharpless K B .[J].Angewandte Chemie International Edition,1996,35(23-24):2813. |
| [10] | Nandanan E;Phukan P;Pais G C G;Sudalai A .[J].Indian Journal of Chemistry,Section B:Organic Chemistry Including Medicinal Chemistry,1999,38B(03):287. |
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