Synthesis, crystal structure and anti-malarial activity of novel spiro- 1,2,4,5-tetraoxacycloalkanes

Kaoru Tsuchiya; Yoshiaki Hamada; Araki Masuyama; Masatomo Nojima; Kevin J. McCullough; Hye Sook Kim; Yasuharu Shibata; Yusuke Wataya

doi:10.1016/S0040-4039(99)00653-X

Synthesis, crystal structure and anti-malarial activity of novel spiro- 1,2,4,5-tetraoxacycloalkanes

Kaoru Tsuchiya
, Yoshiaki Hamada
, Araki Masuyama
, Masatomo Nojima
, Kevin J. McCullough
, Hye Sook Kim
, Yasuharu Shibata
, Yusuke Wataya

School of Engineering & Physical Sciences

Research output: Contribution to journal › Article › peer-review

63 Citations (Scopus)

Abstract

(Cycloalkylidene)bishydroperoxides 3 react with 1,n-dihaloalkanes (n = 3-6) in the presence of CsOH-H₂O in DMF affording the corresponding spiro- 1,2,4,5-tetraoxacycloalkanes 4 in moderate yields. Compound 4ba exhibits significant antimalarial activity in vitro against P. falciparum.

Original language	English
Pages (from-to)	4077-4080
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	21
DOIs	https://doi.org/10.1016/S0040-4039(99)00653-X
Publication status	Published - 21 May 1999

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title = "Synthesis, crystal structure and anti-malarial activity of novel spiro- 1,2,4,5-tetraoxacycloalkanes",

abstract = "(Cycloalkylidene)bishydroperoxides 3 react with 1,n-dihaloalkanes (n = 3-6) in the presence of CsOH-H2O in DMF affording the corresponding spiro- 1,2,4,5-tetraoxacycloalkanes 4 in moderate yields. Compound 4ba exhibits significant antimalarial activity in vitro against P. falciparum.",

author = "Kaoru Tsuchiya and Yoshiaki Hamada and Araki Masuyama and Masatomo Nojima and McCullough, \{Kevin J.\} and Kim, \{Hye Sook\} and Yasuharu Shibata and Yusuke Wataya",

year = "1999",

month = may,

day = "21",

doi = "10.1016/S0040-4039(99)00653-X",

language = "English",

volume = "40",

pages = "4077--4080",

journal = "Tetrahedron Letters",

publisher = "Elsevier Ltd",

number = "21",

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TY - JOUR

T1 - Synthesis, crystal structure and anti-malarial activity of novel spiro- 1,2,4,5-tetraoxacycloalkanes

AU - Tsuchiya, Kaoru

AU - Hamada, Yoshiaki

AU - Masuyama, Araki

AU - Nojima, Masatomo

AU - McCullough, Kevin J.

AU - Kim, Hye Sook

AU - Shibata, Yasuharu

AU - Wataya, Yusuke

PY - 1999/5/21

Y1 - 1999/5/21

N2 - (Cycloalkylidene)bishydroperoxides 3 react with 1,n-dihaloalkanes (n = 3-6) in the presence of CsOH-H2O in DMF affording the corresponding spiro- 1,2,4,5-tetraoxacycloalkanes 4 in moderate yields. Compound 4ba exhibits significant antimalarial activity in vitro against P. falciparum.

AB - (Cycloalkylidene)bishydroperoxides 3 react with 1,n-dihaloalkanes (n = 3-6) in the presence of CsOH-H2O in DMF affording the corresponding spiro- 1,2,4,5-tetraoxacycloalkanes 4 in moderate yields. Compound 4ba exhibits significant antimalarial activity in vitro against P. falciparum.

U2 - 10.1016/S0040-4039(99)00653-X

DO - 10.1016/S0040-4039(99)00653-X

M3 - Article

VL - 40

SP - 4077

EP - 4080

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 21

ER -

Synthesis, crystal structure and anti-malarial activity of novel spiro- 1,2,4,5-tetraoxacycloalkanes

Abstract

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