期刊文献+

以2-氨基-2'-羟基-1,1'-联萘为骨架的有机小分子催化的直接羟醛缩合反应的研究 被引量:2

Direct Aldol Reactions Catalyzed by Organocatalyst Derived from 2-Amino-2'-hydroxy-1,1'-binaphthyl
在线阅读 下载PDF
导出
摘要 研究了2-氨基-2'-羟基-1,1'-联萘衍生的有机小分子催化剂催化的直接羟醛缩合反应.以丙酮为反应物时最好,得到了99%的收率.以环酮为底物时,最高得到99∶1的非对映选择性,89%的对映选择性. The direct aldol reactions catalyzed by organocatalyst derived from 2-amino-2'-hydroxy-1,1'- binaphthyl were studied. Up to 99% yield was obtained for acetone. Up to 99 : 1 anti : syn selectivity and 89% enantioselectivity were obtained for cycloalkanones.
出处 《有机化学》 SCIE CAS CSCD 北大核心 2008年第2期288-292,共5页 Chinese Journal of Organic Chemistry
关键词 2-氨基-2’-羟基-1 1’-联萘 有机小分子催化剂 直接羟醛缩合 2-amino-2'-hydroxy-1, l'-binaphthyl organocatalyst direct adol reaction
  • 相关文献

参考文献10

  • 1Mukaiyama, T.; Banno, K.; Narasaa, K. J. Am. Chem. Soc. 1974, 96, 7503.
  • 2Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. Engl. 1997, 36, 1236.
  • 3Trost, B. M.; Ito, H. J. Am. Chem. Soc. 2000, 122, 12003.
  • 4List, B.; Lemer, R. A.; Barbas III, C. F. J. Am. Chem. Soc. 2000, 122, 2395.
  • 5Tang, Z.; Jiang, F.; Yu, L.-T.; Xin, C.; Gong, L.-Z.; Mi, A.-Q.; Jiang, Y.-Z.; Wu, Y.-D. J. Am. Chem. Soc. 2003, 125, 5262.
  • 6Smrcina, M.; Lorenc, M.; Hanus, V.; Kocovsky, P. Synlett 1991, 231.
  • 7Smrcina, M.; Lorenc, M.; Hanus, V.; Sedmera, P.; Kocovsky, P. J. Org. Chem. 1992, 57, 1917.
  • 8Smrcina, M.; Polakova, J.; Vyskocil, S.; Kocovsky, P. J. Org. Chem. 1993, 58, 4534.
  • 9For review see: Kocovsky, P.; Vyskocil, S.; Smrcina, M. Chem. Rev. 2003, 103, 3213.
  • 10Ding, K.-L.; Xu, Q.-G.; Wang, Y.; Liu, J.-X.; Yu, Z.-Y.; Du, B.-S.; Wu, Y.-J.; Koshima, H.; Matsuura, T. Chem. Commun. 1997, 693.

同被引文献14

  • 1王秀珍,庞冀燕,汪波,许遵乐.铜胺络合物作用下取代2-萘酚的交叉偶合反应[J].有机化学,2005,25(7):859-861. 被引量:7
  • 2杨会来.联萘酚胺的合成及拆分研究[J].杭州化工,2006,36(4):12-14. 被引量:3
  • 3陈泳,王秀珍,庞冀燕,许遵乐.6-硝基-1,1′-联-2-萘酚的合成及仿生氧化反应[J].中山大学学报(自然科学版),2007,46(2):45-48. 被引量:2
  • 4王秀珍,许遵乐.手性联萘酚衍生物的不对称合成及其对映体含量测定[J].化学研究,2007,18(3):21-23. 被引量:3
  • 5ALBINI M, TAILLIER C, DALLA V, et al. Expedient BINOL derivative arylations [ J ]. Tetrahedron Lett, 2014, 55(47) : 6420 -6422.
  • 6BARMAN S, DESPER J, LEVY C J. Synthesis and characterization of TiL2 complexes with tridentate (ONO) ( S )-NOBIN Sehiff-base ligands [ J ]. Polyhedron, 2014, 84 : 168 - 176.
  • 7VYSKOCIL S, JARACZ S, KOCOVSKY P, et al. Syn- thesis of N- alkylated and N- arylated derivatives of 2-ami- no-2'-hydoxy-1,1' -binaphthyl (NOBIN) and 2,2'-dia- mino-1,1 '-binaphthyl and their applications in the enanti- oselective addition of diethylzine to aromatic aldehydes [J]. J Org Chem, 1998, 63:7727-7737.
  • 8RUSSO A, BOTYA G, LATrANZI A. Highly stereose- lective direct aldol reactions catalyzed by (S) -NOBIN-1- prolinamide [ J ]. Tetrahedron, 2007, 63 (48) : 11886 - 11892.
  • 9SMRCINA M, LORENC M, HANUS V, et al. A facile synthesis of 2-amino-2'-hydroxy-1,1 '-binaphthyl and 2, 2'-diamino-1,1 '-binaphthyl by oxidative coupling using copper( U ) chloride [J]. Synlett, 1991: 231.
  • 10SMRCINA M, LORENC M, HANUS V, et al. Synthe- sis of enantiomerically pure 2,2'-dihydroxy-1,1 '-binaph- thyl, 2, 2'-diamino-1, l'-binaphthyl, and 2-amino-2'- hydroxy-1,1 '-binaphthyl. Comparison of processed oper-ating as diastereoselective crystallization and as second - order asymmetric transformation [ J ]. J Org Chem, 1992, 57 : 1917 - 1920.

引证文献2

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部