Synthesis of novel hydroperoxy-substituted 1,2,4,5-tetroxepanes and 1,2,4,5-tetroxocanes

Yuji Nonami; Yoshihiro Ushigoe; Araki Masuyama; Masatomo Nojima; Kevin J. McCullough

doi:10.1016/S0040-4039(98)01375-6

Synthesis of novel hydroperoxy-substituted 1,2,4,5-tetroxepanes and 1,2,4,5-tetroxocanes

Yuji Nonami, Yoshihiro Ushigoe, Araki Masuyama, Masatomo Nojima, Kevin J. McCullough

School of Engineering & Physical Sciences

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

6 Citations (Scopus)

Abstract

Ozonolysis of vinyl ether 1 in the presence of unsaturated hydroperoxides 3 gave the corresponding unsaturated hydroperoxy peracetals 4, which in turn reacted with ozone in acetic acid to give the novel hydroperoxy-substituted cyclic peroxides containing two peroxide groups in the ring. The structure of 1-methyl-4-phenyl-2,3,5,6-tetroxocanyl hydroperoxide 12 was unambiguously determined by the X-ray analysis.

Original language	English
Pages (from-to)	6597-6600
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	36
DOIs	https://doi.org/10.1016/S0040-4039(98)01375-6
Publication status	Published - Sept 1998

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title = "Synthesis of novel hydroperoxy-substituted 1,2,4,5-tetroxepanes and 1,2,4,5-tetroxocanes",

abstract = "Ozonolysis of vinyl ether 1 in the presence of unsaturated hydroperoxides 3 gave the corresponding unsaturated hydroperoxy peracetals 4, which in turn reacted with ozone in acetic acid to give the novel hydroperoxy-substituted cyclic peroxides containing two peroxide groups in the ring. The structure of 1-methyl-4-phenyl-2,3,5,6-tetroxocanyl hydroperoxide 12 was unambiguously determined by the X-ray analysis.",

author = "Yuji Nonami and Yoshihiro Ushigoe and Araki Masuyama and Masatomo Nojima and McCullough, \{Kevin J.\}",

year = "1998",

month = sep,

doi = "10.1016/S0040-4039(98)01375-6",

language = "English",

volume = "39",

pages = "6597--6600",

journal = "Tetrahedron Letters",

publisher = "Elsevier Ltd",

number = "36",

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TY - JOUR

T1 - Synthesis of novel hydroperoxy-substituted 1,2,4,5-tetroxepanes and 1,2,4,5-tetroxocanes

AU - Nonami, Yuji

AU - Ushigoe, Yoshihiro

AU - Masuyama, Araki

AU - Nojima, Masatomo

AU - McCullough, Kevin J.

PY - 1998/9

Y1 - 1998/9

N2 - Ozonolysis of vinyl ether 1 in the presence of unsaturated hydroperoxides 3 gave the corresponding unsaturated hydroperoxy peracetals 4, which in turn reacted with ozone in acetic acid to give the novel hydroperoxy-substituted cyclic peroxides containing two peroxide groups in the ring. The structure of 1-methyl-4-phenyl-2,3,5,6-tetroxocanyl hydroperoxide 12 was unambiguously determined by the X-ray analysis.

AB - Ozonolysis of vinyl ether 1 in the presence of unsaturated hydroperoxides 3 gave the corresponding unsaturated hydroperoxy peracetals 4, which in turn reacted with ozone in acetic acid to give the novel hydroperoxy-substituted cyclic peroxides containing two peroxide groups in the ring. The structure of 1-methyl-4-phenyl-2,3,5,6-tetroxocanyl hydroperoxide 12 was unambiguously determined by the X-ray analysis.

U2 - 10.1016/S0040-4039(98)01375-6

DO - 10.1016/S0040-4039(98)01375-6

M3 - Article

VL - 39

SP - 6597

EP - 6600

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 36

ER -

Synthesis of novel hydroperoxy-substituted 1,2,4,5-tetroxepanes and 1,2,4,5-tetroxocanes

Abstract

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