Synthetic study of ciguatoxin. Absolute configuration of the C2 hydroxy group

DOI: 10.1016/S0040-4020(97)00071-9

Source and publish data:

Tetrahedron p. 3057 - 3072 (1997)

Update date:2022-08-03

Topics:

Authors:

Oguri, Hiroki

Hishiyama, Shojiro

Sato, Ohki

Oishi, Tohru

Hirama, Masahiro

Murata, Michio

Yasumoto, Takeshi

Harada, Nabuyuki

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1016/S0040-4020(97)00071-9

The absolute stereochemistry of the secondary alcohol of the 1,2-dihydroxybutenyl substituent of ciguatoxin (1) was shown to be S by comparing (he split CD curve of ciguatoxin tetra-p-bromobenzoate (2) with those of di- and tri-p-bromobenzoates of AB ring fragments that were synthesized enaotioselectively.

Full text of DOI:10.1016/S0040-4020(97)00071-9

Products guided by the article

Product name:4-Bromo-benzoic acid (4aR,5aS,8R,9S,10aS,11R,11aR)-8-hydroxy-9-hydroxymethyl-2,2-dimethyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-11-yl ester

Cas No:173613-47-3

R&D Labs maybe for 173613-47-3

ORCHID CHEMICAL SUPPLIES LTD

website:http://www.orchid-chem.com

Contact:+86-571-85395792

Address:607, North Zhongshan Road, Hangzhou 310000 China
ZHEJIANG SYNOSE TECH CO.,LTD.

website:https://www.synose.com/

Contact:86-579-82275537

Address:No.1958 Liyu Road , jinhua,zhejiang,China
Xiamen Goodhealth Pharmchem Co., Ltd.

Contact:0086-592-2097683

Address:404R No.2 54# Minzu Rd., Xiamen, China
Jinan Hongfangde Pharmatech Co.,Ltd

Contact:86-531-88870908

Address:F Bldg. West Unit North Area of Univ. Tech. Garden Xinyu Rd. Jinan New & High Tech Industry Development Zone Shandong, China
Shanghai Harvest Chemical Ind. Co., Ltd.

Contact:021-51385350

Address:ROOM 806-807, AI LI CHEN BUILDING, No.333 JINGXIANG ROAD, PUDONG DISTRICT, 201206, SHANGHAI

Relevant to this article

Synthesis and anti-HIV property of novel oligo-DNA phosphorothioate analogs bearing an intercalative moiety and/or polyamine residues

Doi:10.1080/07328319808004749
(1998)
Enantioselective synthesis of diisopropyl α-, β-, and γ-hydroxyarylalkylphosphonates from ketophosphonates: A study on the effect of the phosphonyl group

Doi:10.1016/0040-4020(95)00855-1
(1996)
Reactions of (H₂AlMes*)₂ (Mes* = 2,4,6-(t-Bu)₃C₆H₂) with H₂EAr (E = N, P, or As; Ar = aryl): Characterization of the ring compounds (Mes*AlNPh)₂ and (Mes*AlEPh)₃ (E = P or As)

Doi:10.1021/ja952021c
(1996)
Synthesis from lactose of new enantiomerically pure polyhydroxylated pyrrolidines with branched structures

Doi:10.1016/0008-6215(95)00264-2
(1995)
Modular Assembly of Spirocarbocyclic Scaffolds through Pd⁰-Catalyzed Intermolecular Dearomatizing [2+2+1] Annulation of Bromonaphthols with Aryl Iodides and Alkynes

Doi:10.1002/anie.201612127
(2017)
Doi:10.1002/hlca.19600430418
(1960)

Article Doi