An expedient route to the calabar bean alkaloids (-)-physovenine and (-)-physostigmine

被引:59
作者
El-Azab, AS [1 ]
Taniguchi, T [1 ]
Ogasawara, K [1 ]
机构
[1] Tohoku Univ, Inst Pharmaceut, Sendai, Miyagi 9808578, Japan
关键词
D O I
10.1021/ol006065o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An expedient route to the Calabar bean alkaloids (-)-physovenine and (-)-physostigmine has been devised using a chiral building block which was originally designed for diastereocontrolled construction of aldohexoses.
引用
收藏
页码:2757 / 2759
页数:3
相关论文
共 50 条
[41]   AN EFFICIENT ROUTE TO THE TROPANE ALKALOIDS [J].
MANN, J ;
BARBOSA, LCD .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (07) :787-790
[42]   A general route to cyclopeptide alkaloids [J].
Toumi, Mathieu .
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
[43]   Synthetic route to ergot alkaloids [J].
Moldvai, I ;
Temesvári-Major, E ;
Ineze, M ;
Dörnyei, G ;
Szentirmay, E ;
Szántay, C .
HELVETICA CHIMICA ACTA, 2005, 88 (06) :1344-1356
[44]   BIOACTIVE ALKALOIDS .4. RESULTS OF RECENT INVESTIGATIONS WITH COLCHICINE AND PHYSOSTIGMINE [J].
BROSSI, A .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (09) :2311-2319
[45]   An Expedient Strategy towards an Advanced Pyrrolidine Intermediate for the Synthesis of Pyrrolizidine Alkaloids [J].
Bera, Smritilekha ;
Mondal, Dhananjoy ;
Chatterjee, Bhaskar .
CHEMISTRY LETTERS, 2015, 44 (09) :1260-1262
[46]   TOXICITY OF ALKALOIDS TO CERTAIN BACTERIA .2. BERBERINE, PHYSOSTIGMINE, AND SANGUINARINE [J].
JOHNSON, CC ;
JOHNSON, G ;
POE, CF .
ACTA PHARMACOLOGICA ET TOXICOLOGICA, 1952, 8 (01) :71-78
[47]   AN EXPEDIENT ROUTE TO INDOLE-3-ACETIC-ACID DERIVATIVES [J].
SAMIZU, K ;
OGASAWARA, K .
SYNLETT, 1994, (07) :499-500
[48]   BIOACTIVE ALKALOIDS .4. RESULTS OF RECENT INVESTIGATIONS WITH COLCHICINE AND PHYSOSTIGMINE [J].
BROSSI, A .
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 199 :74-MEDI
[49]   Expedient synthesis and structure-activity relationships of phenanthroindolizidine and phenanthroquinolizidine alkaloids [J].
Chuang, TH ;
Lee, SJ ;
Yang, CW ;
Wu, PL .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (05) :860-867
[50]   AN EXPEDIENT ROUTE TO OPTICALLY PURE 3-ENDO-HYDROXYDICYCLOPENTADIENE [J].
TANAKA, K ;
OGASAWARA, K .
SYNTHESIS-STUTTGART, 1995, (10) :1237-&