2-(o-tolyl)-4,4-dimethyl-2-oxazolines - A new vehicle for facile convergent synthesis of protoberberine alkaloids

被引:14
作者
Singh, KN [1 ]
机构
[1] Guru Nanak Dev Univ, Dept Chem, Amritsar 143005, Punjab, India
关键词
D O I
10.1016/S0040-4039(98)00744-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A single step synthesis of 8-oxotetrahydroprotoberberines (57-82%) by the addition of lithiated 2-(o-tolyl)-4,4-dimethyl-2-oxazolines on 3,4-dihydroisoquinolines is described. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4391 / 4392
页数:2
相关论文
共 6 条
[1]  
BHAKUNI DS, 1986, ALKALOIDS, V28, P95
[2]   NEW SYNTHETIC APPROACH TO THE BERBERINE ALKALOIDS [J].
HUFFMAN, JW ;
MILLER, EG .
JOURNAL OF ORGANIC CHEMISTRY, 1960, 25 (01) :90-92
[3]   Total synthesis of (-)-tetrahydropalmatine via chiral formamidine carbanions: Unexpected behavior with certain ortho-substituted electrophiles [J].
Matulenko, MA ;
Meyers, AI .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (02) :573-580
[4]   STRUCTURE AFFINITY RELATIONSHIPS OF BERBINES OR 5,6,13,13A-TETRAHYDRO-8H-DIBENZO[A,G]QUINOLIZINES AT ALPHA-ADRENOCEPTORS [J].
MEMETZIDIS, G ;
STAMBACH, JF ;
JUNG, L ;
SCHOTT, C ;
HEITZ, C ;
STOCLET, JC .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1991, 26 (06) :605-611
[5]  
Natsume M., 1968, ILSUU KENKYUSHO NEMP, V15, P21
[6]   STUDIES ON INDIAN MEDICINAL-PLANTS .71. BHARATAMINE - A UNIQUE PROTOBERBERINE ALKALOID FROM ALANGIUM-LAMARCKII THW, BIOGENETICALLY DERIVED FROM MONOTERPENOID PRECURSOR [J].
PAKRASHI, SC ;
MUKHOPADHYAY, R ;
DASTIDAR, PPG ;
BHATTACHARJYA, A ;
ALI, E .
TETRAHEDRON LETTERS, 1983, 24 (03) :291-294