ENHANCING THE YIELD AND DIASTEREOSELECTIVITY OF THE PICTET-SPENGLER REACTION - A HIGHLY EFFICIENT ROUTE TO CIS-1,3-DISUBSTITUTED TETRAHYDRO-BETA-CARBOLINES

被引:38
作者
BAILEY, PD
MOORE, MH
MORGAN, KM
SMITH, DI
VERNON, JM
机构
[1] STERLING WINTHROP RES CTR,STERLING WINTHROP PHARMACEUT RES DIV,DEPT CHEM DEV,ALNWICK NE66 2JH,NORTHD,ENGLAND
[2] UNIV YORK,DEPT CHEM,YORK YO1 5DD,N YORKSHIRE,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)73247-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Under conditions of kinetic control, the cis-diastereoselectivity of the Pictet-Spengler reaction between tryptophan esters and aldehydes can be controlled by varying the size of the ester group; the reaction proceeds in essentially quantitative yield with most aldehydes when conducted in chloroform in the presence of molecular sieves.
引用
收藏
页码:3587 / 3588
页数:2
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