New approaches to the synthesis of spiro-peroxylactones

Kevin J. McCullough; Hidekazu Tokuhara; Araki Masuyama; Masatomo Nojima

doi:10.1039/b300342f

New approaches to the synthesis of spiro-peroxylactones

Kevin J. McCullough
, Hidekazu Tokuhara
, Araki Masuyama
, Masatomo Nojima

School of Engineering & Physical Sciences

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

21 Citations (Scopus)

Abstract

Ozonolysis of (alkenyldioxy)cyclododecyl hydroperoxides in trifluoroethanol gave a separable mixture of the corresponding a-hydroperoxy- and a-hydroxy-substituted spiro-tetraoxacycloalkanes with ring sizes in the range 7-12. Dehydration of the hydroperoxides or oxidation of the hydroxy-compounds afforded the corresponding peroxylactones. The solid-state structure of 1,2,6,7-tetraoxaspiro[7.11]nonadecan-3-one was determined by X-ray crystallographic analysis.

Original language	English
Pages (from-to)	1522-1527
Number of pages	6
Journal	Organic and Biomolecular Chemistry
Volume	1
Issue number	9
DOIs	https://doi.org/10.1039/b300342f
Publication status	Published - 7 May 2003

Access to Document

10.1039/b300342f

Cite this

@article{e273b5791d254c1bbe5d467e41ea05b9,

title = "New approaches to the synthesis of spiro-peroxylactones",

abstract = "Ozonolysis of (alkenyldioxy)cyclododecyl hydroperoxides in trifluoroethanol gave a separable mixture of the corresponding a-hydroperoxy- and a-hydroxy-substituted spiro-tetraoxacycloalkanes with ring sizes in the range 7-12. Dehydration of the hydroperoxides or oxidation of the hydroxy-compounds afforded the corresponding peroxylactones. The solid-state structure of 1,2,6,7-tetraoxaspiro[7.11]nonadecan-3-one was determined by X-ray crystallographic analysis.",

author = "McCullough, \{Kevin J.\} and Hidekazu Tokuhara and Araki Masuyama and Masatomo Nojima",

year = "2003",

month = may,

day = "7",

doi = "10.1039/b300342f",

language = "English",

volume = "1",

pages = "1522--1527",

journal = "Organic and Biomolecular Chemistry",

issn = "1477-0539",

publisher = "Royal Society of Chemistry",

number = "9",

}

TY - JOUR

T1 - New approaches to the synthesis of spiro-peroxylactones

AU - McCullough, Kevin J.

AU - Tokuhara, Hidekazu

AU - Masuyama, Araki

AU - Nojima, Masatomo

PY - 2003/5/7

Y1 - 2003/5/7

N2 - Ozonolysis of (alkenyldioxy)cyclododecyl hydroperoxides in trifluoroethanol gave a separable mixture of the corresponding a-hydroperoxy- and a-hydroxy-substituted spiro-tetraoxacycloalkanes with ring sizes in the range 7-12. Dehydration of the hydroperoxides or oxidation of the hydroxy-compounds afforded the corresponding peroxylactones. The solid-state structure of 1,2,6,7-tetraoxaspiro[7.11]nonadecan-3-one was determined by X-ray crystallographic analysis.

AB - Ozonolysis of (alkenyldioxy)cyclododecyl hydroperoxides in trifluoroethanol gave a separable mixture of the corresponding a-hydroperoxy- and a-hydroxy-substituted spiro-tetraoxacycloalkanes with ring sizes in the range 7-12. Dehydration of the hydroperoxides or oxidation of the hydroxy-compounds afforded the corresponding peroxylactones. The solid-state structure of 1,2,6,7-tetraoxaspiro[7.11]nonadecan-3-one was determined by X-ray crystallographic analysis.

UR - https://www.scopus.com/pages/publications/0141905838

U2 - 10.1039/b300342f

DO - 10.1039/b300342f

M3 - Article

SN - 1477-0539

VL - 1

SP - 1522

EP - 1527

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 9

ER -

New approaches to the synthesis of spiro-peroxylactones

Abstract

Access to Document

Other files and links

Fingerprint

Cite this