The stereochemistry of carbonyl oxides from ozonolysis of vinyl ethers

William H. Bunnelle; Sang gi Lee

doi:10.1016/0040-4039(94)88265-7

The stereochemistry of carbonyl oxides from ozonolysis of vinyl ethers

William H. Bunnelle, Sang gi Lee

Department of Chemistry & Nanoscience

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

8 Scopus citations

Abstract

The geometries of the carbonyl oxides produced during ozonolysis of E- and Z-vinyl ethers have been assigned using the intramolecular trapping method. The alkoxy substituent exerts an anti-directive effect on formation of the carbonyl oxide; that is, the carbonyl oxide has a geometry opposite to that of the precursor vinyl ether.

Original language	English
Pages (from-to)	8141-8144
Number of pages	4
Journal	Tetrahedron Letters
Volume	35
Issue number	44
DOIs	https://doi.org/10.1016/0040-4039(94)88265-7
State	Published - 31 Oct 1994

Bibliographical note

Funding Information:
We thank the National Science Foundation

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title = "The stereochemistry of carbonyl oxides from ozonolysis of vinyl ethers",

abstract = "The geometries of the carbonyl oxides produced during ozonolysis of E- and Z-vinyl ethers have been assigned using the intramolecular trapping method. The alkoxy substituent exerts an anti-directive effect on formation of the carbonyl oxide; that is, the carbonyl oxide has a geometry opposite to that of the precursor vinyl ether.",

author = "Bunnelle, {William H.} and Lee, {Sang gi}",

note = "Funding Information: We thank the National Science Foundation",

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AU - Bunnelle, William H.

AU - Lee, Sang gi

N1 - Funding Information: We thank the National Science Foundation

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AB - The geometries of the carbonyl oxides produced during ozonolysis of E- and Z-vinyl ethers have been assigned using the intramolecular trapping method. The alkoxy substituent exerts an anti-directive effect on formation of the carbonyl oxide; that is, the carbonyl oxide has a geometry opposite to that of the precursor vinyl ether.

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DO - 10.1016/0040-4039(94)88265-7

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VL - 35

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EP - 8144

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 44

ER -

The stereochemistry of carbonyl oxides from ozonolysis of vinyl ethers

Abstract

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