Synthesis of 4-Hydroxy-4H-chromenes by Reaction of Salicylic Aldehydes with Alkynals Catalyzed by Silyl Prolinol Ethers

被引:21
作者
Aleman, Jose [1 ]
Alvarado, Cuauhtemoc [1 ]
Marcos, Vanesa [1 ]
Nunez, Alberto [1 ]
Garcia Ruano, Jose Luis [1 ]
机构
[1] Univ Autonoma Madrid, Dept Quim Organ CI, E-28049 Madrid, Spain
来源
SYNTHESIS-STUTTGART | 2011年 / 12期
关键词
organocatalysis; proline; chromenes; asymmetric synthesis; aminocatalysis; BAYLIS-HILLMAN REACTION; ONE-POT ACCESS; ASYMMETRIC-SYNTHESIS; ALPHA; BETA-UNSATURATED ALDEHYDES; PART; FUNCTIONALIZATION; ORGANOCATALYSIS; FLAVONOIDS; 4H-CHROMENES; DERIVATIVES;
D O I
10.1055/s-0030-1260020
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report an oxa-Michael/Baylis-Hillman tandem reaction between salicylaldehydes and alk-2-ynals activated by silyl prolinol ethers, affording 2,3-disubstituted 4-hydroxy-4H-chromenes in good yields and enantiomeric ratios (up to 98:2).
引用
收藏
页码:1840 / 1846
页数:7
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