Chiron approach to the total synthesis of &ITAmaryllidaceae&IT alkaloid (+)-lycoricidine

被引:9
作者
Saidhareddy, Puli [1 ]
Shaw, Arun K. [1 ]
机构
[1] CDRI, CSIR, Med & Proc Chem Div, Sect 10,Sitapur Rd, Lucknow 226031, Uttar Pradesh, India
关键词
Total synthesis; Lycoricidine; Amaryllidaceae; Chiron approach; Carbohydrates; STEREOSELECTIVE TOTAL-SYNTHESIS; AMARYLLIDACEAE ALKALOIDS; ENT-LYCORICIDINE; NARCICLASINE; CYCLIZATION; EFFICIENT; CYCLOADDITION; INHIBITORS; ANALOGS; DESIGN;
D O I
10.1016/j.tet.2017.10.033
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly stereoselective total synthesis of Amaryllidaceae alkaloid starting from alpha-D-galactopyranoside has been described. The salient features of this total synthesis are Ferrier carbocyclization reaction for the synthesis of ring A and Suzuki Miyaura coupling of chiral alpha-iodo enone fragment with aromatic boronic acid followed by modified Bischler-Napieralski cyclization reaction to form the lactam ring. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6773 / 6779
页数:7
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