Synthesis of (-)-mellein, (+)-ramulosin, and related natural products

被引:48
作者
Islam, Md. Sadequl [1 ]
Ishigami, Ken [1 ]
Watanabe, Hidenori [1 ]
机构
[1] Univ Tokyo, Grad Sch Agr & Life Sci, Dept Appl Biol Chem, Bunkyo Ku, Tokyo 1138657, Japan
关键词
PAPYRACEUM KARST KARST; NERVE GROWTH-FACTOR; ANTIMICROBIAL ACTIVITIES; ISOCOUMARIN DERIVATIVES; ASYMMETRIC-SYNTHESIS; FACILE SYNTHESIS; DIHYDROISOCOUMARINS; METABOLITES; MELLEIN; RAMULOSIN;
D O I
10.1016/j.tet.2006.11.068
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(-)-Mellein, (+)-ramulosin, (-)-O-methylmellein, (-)-6-hydroxymellein, (-)-6-methoxymellein, and (+)-6-hydroxyramulosin were synthesized as optically active forms using one-pot esterification-Michael addition-aldol reaction of delta-hydroxy-alpha,beta-unsaturated aldehyde and diketene as a key step. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1074 / 1079
页数:6
相关论文
共 43 条
[41]   Synthesis of an insecticidal tetrahydroisocoumarin, (3R,4S,4aR)-4,8-dihydroxy-3-methyl-3,4,4a,5-tetrahydro-1H-2-benzopyran-1-one [J].
Uchida, Kanako ;
Ishigami, Ken ;
Watanabe, Hidenori ;
Kitahara, Takeshi .
TETRAHEDRON, 2007, 63 (05) :1281-1287
[42]   SYNTHESIS OF (+/-)-RAMULOSIN VIA INVERSE TYPE HETERO-DIELS-ALDER REACTION [J].
VOGT, K ;
SCHMIDT, RR .
TETRAHEDRON, 1988, 44 (11) :3271-3280
[43]  
Yabuta T., 1933, J AGR CHEM SOC JAPAN, V9, P1264