STEREOSELECTIVE SYNTHESIS OF METHYL EPIJASMONATE

被引：21

作者：

KITAHARA, T ^{[1
]}

WARITA, Y ^{[1
]}

ABE, M ^{[1
]}

SEYA, M ^{[1
]}

TAKAGI, Y ^{[1
]}

MORI, K ^{[1
]}

机构：

[1] T HASEGAWA CO LTD,KAWASAKI RES CTR,NAKAHARA KU,KAWASAKI 211,JAPAN

来源：

AGRICULTURAL AND BIOLOGICAL CHEMISTRY | 1991年 / 55卷 / 04期

关键词：

D O I：

10.1080/00021369.1991.10870689

中图分类号：

S3 [农学（农艺学）];

学科分类号：

0901 ;

摘要：

Methyl epijasmonate (1) was stereoselectively synthesized from 3-hydroxymethylcyclopentanone (7). The intramolecular alkylation of bromoketone (8) or (9) was the key step to exclusively afford thermodynamically more stable oxahydrindanone (10) or (11). Synthesis was achieved in a 6% overall yield in 12 steps from (7).

引用

页码：1013 / 1017

页数：5

共 50 条

[41] STEREOSELECTIVE TOTAL SYNTHESIS OF METHYL ALPHA-DL-DAUNOSAMINIDE
IWATAKI, I
NAKAMURA, Y
TAKAHASHI, K
MATSUMOTO, T
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1979, 52 (09) : 2731 - 2732
[42] Stereoselective synthesis of 5′-C-methyl pyrimidine nucleosides
Kel'in, Alexander
Zlatev, Ivan
Matsuda, Shigeo
Jayaraman, Muthusamy
Rajeev, Kallanthottathil
Manoharan, Muthiah
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
[43] Stereoselective synthesis of methyl trans-chrysanthemate and related derivatives
Krief, A
Provins, L
TETRAHEDRON LETTERS, 1998, 39 (14) : 2017 - 2020
[44] Stereoselective Synthesis of Tetrahydropyran D-Ring of Methyl Sartortuoate
Yao Hequan
Gao Yuan
Liu Peng
Xu Xingxiang
CHINESE JOURNAL OF CHEMISTRY, 2009, 27 (10) : 2025 - 2030
[45] STUDIES ON THE SYNTHESIS OF GIBBERELLINS——STEREOSELECTIVE SYNTHESIS OF GIBBERELLIN A23 METHYL ESTER
姜标
潘鑫复
Chinese Science Bulletin, 1989, (23) : 2020 - 2022
[46] Stereoselective synthesis of (-)-6,7-dehydroferruginyl methyl ether
Gan, YH
Li, AP
Pan, XF
Chan, ASC
Yang, TK
TETRAHEDRON-ASYMMETRY, 2000, 11 (03) : 781 - 787
[47] A short and highly stereoselective synthesis of squalamine from methyl chenodeoxycholanate
Zhang, DH
Cai, F
Zhou, XD
Zhou, WS
CHINESE JOURNAL OF CHEMISTRY, 2005, 23 (02) : 176 - 181
[48] ISOLATION AND CHARACTERIZATION OF METHYL EPIJASMONATE FROM LEMON (CITRUS-LIMON BURM)
NISHIDA, R
ACREE, TE
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1984, 32 (05) : 1001 - 1003
[49] STUDIES ON THE SYNTHESIS OF GIBBERELLINS - STEREOSELECTIVE SYNTHESIS OF GIBBERELLIN A-23 METHYL-ESTER
JIANG, BA
PAN, XF
CHINESE SCIENCE BULLETIN, 1989, 34 (23): : 2020 - 2022
[50] Stereochemical control over three contiguous stereogenic centers in the intramolecular ene reaction of activated 1,6-dienes. Application to the synthesis of (+/-)-methyl cucurbate and (+/-)-methyl epijasmonate
Sarkar, TK
Ghorai, BK
Nandy, SK
Mukherjee, B
Banerji, A
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (17): : 6006 - 6011

← 1 2 3 4 5 →