The Asymmetric Pictet-Spengler Reaction

被引：79
作者：
Lorenz, Michael [1 ]
Van Linn, Michael L. [1 ]
Cook, James M. [1 ]
机构：
[1] Univ Wisconsin, Dept Chem & Biochem, Milwaukee, WI 53201 USA
来源：
CURRENT ORGANIC SYNTHESIS | 2010年 / 7卷 / 03期
关键词：
Asymmetric Pictet-Spengler reaction; diastereoselective; enantioselective; indole alkaloids; organocatalysis; spiroindolenine; ENANTIOSPECIFIC TOTAL-SYNTHESIS; SARPAGINE INDOLE ALKALOIDS; STEREOCONTROLLED TOTAL-SYNTHESIS; STEREOSPECIFIC TOTAL-SYNTHESIS; TETRAHYDRO-BETA-CARBOLINES; SUPERACID-CATALYZED ELECTROCYCLIZATION; ENANTIOSELECTIVE TOTAL-SYNTHESIS; GENERAL-APPROACH; ELECTROPHILIC SUBSTITUTION; (-)-ALKALOID Q(3);
D O I：
10.2174/157017910791163011
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Recent advances via internal and external asymmetric induction in the asymmetric Pictet-Spengler reaction employed in the synthesis of indole alkaloids are described. Mechanistic studies on the diastereoselectivity, important reaction intermediates, possible mechanisms of the cis to trans isomerization, as well as recent organocatalytic approaches have been highlighted.
引用
收藏
页码：189 / 223
页数：35
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