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

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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.",

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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.

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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

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