Synthesis and Absolute Configuration of (-)-meridinol and (-)-3-epimeridinol

被引：6

作者：

Takano, D

Doe, M

Morimoto, Y

Yoshihara, K

Kinoshita, T ^{[1
]}

机构：

[1] Osaka City Univ, Grad Sch Sci, Dept Chem, Sumiyoshi Ku, Osaka 5588585, Japan

[2] Suntory Inst Bioorgan Res, Shimamoto, Osaka 6180024, Japan

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1999年 / 36卷 / 01期

关键词：

D O I：

10.1002/jhet.5570360134

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first synthesis of (-)-meridinol and (-)-3-epimeridinol was accomplished from (S)-malic acid. This synthesis unambiguously established the absolute stereochemistry of meridinol.

引用

页码：221 / 224

页数：4

共 13 条

[1] MERIDINOL, A LIGNAN FROM ZANTHOXYLUM-FAGARA
AMAROLUIS, JM
FRONCZEK, FR
MASSANET, GM
PANDO, E
RODRIGUEZLUIS, F
WATKINS, SF
ZUBIA, E
[J]. PHYTOCHEMISTRY, 1988, 27 (12) : 3933 - 3935
[2] TOTAL SYNTHESIS OF (+/-)-MERIDINOL, (+/-)-EPIMERIDINOL, AND A RELATED CYCLOLIGNAN
AMER, A
BAUER, F
ZIMMER, H
[J]. JOURNAL OF NATURAL PRODUCTS, 1993, 56 (04): : 600 - 605
[3] TOTAL SYNTHESIS OF (+/-)-WIKSTROMOL
BELLETIRE, JL
FRY, DF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (20) : 4724 - 4729
[4] ONE-STEP CONVERSION OF PRIMARY ALCOHOLS IN THE CARBOHYDRATE SERIES TO THE CORRESPONDING CARBOXYLIC TERT-BUTYL ESTERS
COREY, EJ
SAMUELSSON, B
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (24) : 4735 - 4735
[5] NEW LIGNAN BUTENOLIDES FROM BUPLEURUM-SALICIFOLIUM
ESTEVEZREYES, R
ESTEVEZBRAUN, A
GONZALEZ, AG
[J]. JOURNAL OF NATURAL PRODUCTS, 1993, 56 (07): : 1177 - 1181
[6] 3 LIGNANS FROM BUPLEURUM-SALICIFOLIUM
GONZALEZ, AG
ESTEVEZREYES, R
MATO, C
ESTEVEZBRAUN, AM
[J]. PHYTOCHEMISTRY, 1990, 29 (06) : 1981 - 1983
[7] MILD CLEAVAGE OF METHOXYMETHYL (MOM) ETHERS WITH TRIMETHYLSILYL BROMIDE
HANESSIAN, S
DELORME, D
DUFRESNE, Y
[J]. TETRAHEDRON LETTERS, 1984, 25 (24) : 2515 - 2518
[8] KHAMLACH L, 1989, TETRAHEDRON LETT, V30, P2221
[9] Stereoselective syntheses of cis- and trans-isomers of alpha-hydroxy-alpha,beta-dibenzyl-gamma-butyrolactone lignans: New syntheses of (+/-)-trachelogenin and (+/-)-guayadequiol
Moritani, Y
Fukushima, C
Ukita, T
Miyagishima, T
Ohmizu, H
Iwasaki, T
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (20) : 6922 - 6930
[10] PREPARATION FOR ERYTHRO-2-HYDROXY-SUCCINIC ACID-DERIVATIVES FROM MALIC ESTERS
SEEBACH, D
WASMUTH, D
[J]. HELVETICA CHIMICA ACTA, 1980, 63 (01) : 197 - 200

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