Application of the Asymmetric Pictet-Spengler Reaction in the Total Synthesis of Natural Products and Relevant Biologically Active Compounds

被引：45

作者：

Heravi, Majid M. ^{[1
]}

Zadsirjan, Vahideh ^{[1
]}

Malmir, Masumeh ^{[1
]}

机构：

[1] Alzahra Univ, Dept Chem, Tehran 1993893973, Iran

来源：

MOLECULES | 2018年 / 23卷 / 04期

基金：

美国国家科学基金会;

关键词：

tetrahydroisoquinolines; asymmetric Pictet-Spengler reaction; total synthesis; natural products; biologically active compounds; beta-aryl ethylamine; ENANTIOSPECIFIC TOTAL-SYNTHESIS; ENANTIOSELECTIVE TOTAL-SYNTHESIS; MONOTERPENOID INDOLE ALKALOIDS; STEREOSPECIFIC TOTAL-SYNTHESIS; TETRAHYDRO-BETA-CARBOLINES; CARIBBEAN TUNICATE; GENERAL-APPROACH; LINDERA-STRYCHNIFOLIA; CASCADE REACTIONS; RENIERAMYCIN-J;

D O I：

10.3390/molecules23040943

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Tetrahydroisoquinolines are the framework of numerous natural products predominantly alkaloids, an important and one of the most wide spread families of naturally occurring compounds in the plant kingdom. Tetrahydroisoquinolines are commonly constructed through an old reaction, the so-called Pictet-Spengler Reaction (PSR). In this reaction, a beta-aryl ethylamine undergoes an acid mediated condensation with a suitable aldehyde or ketone, followed by ring closure. In this review, we aim to highlight the applications of the asymmetric variant of this old name reaction in the total synthesis of natural products, chiefly, alkaloids, which exhibit significant biological properties.

引用

页数：48