Oxidative decarboxylation of [n.2.2]propellane carboxylic acids with lead tetraacetate. rearrangement approach to bicyclo [n.2.2.]bridgehead alkenes.

Yasuo Sakai; Shingo Toyotani; Tobe Yoshito; Yoshinobu Odaira

doi:10.1016/S0040-4039(01)95542-X

Oxidative decarboxylation of [n.2.2]propellane carboxylic acids with lead tetraacetate. rearrangement approach to bicyclo [n.2.2.]bridgehead alkenes.

Yasuo Sakai^*, Shingo Toyotani, Tobe Yoshito, Yoshinobu Odaira

^*Corresponding author for this work

Department of Applied Chemistry

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

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Abstract

Oxidative decarboxylation of [n.2.2]propellane carboxylic acids (1a-c) with lead tetraacetate gave the bicyclic acetates (2b, c) having a bridgehead double bond and/or the tricyclic acetates (3a, b) in good yields. Vapor phase thermolysis of 3a or 3b afforded the bridgehead olefin 2a or 2b quantatively.

Original language	English
Pages (from-to)	3855-3856
Number of pages	2
Journal	Tetrahedron Letters
Volume	20
Issue number	40
DOIs	https://doi.org/10.1016/S0040-4039(01)95542-X
State	Published - 1 Jan 1979

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title = "Oxidative decarboxylation of [n.2.2]propellane carboxylic acids with lead tetraacetate. rearrangement approach to bicyclo [n.2.2.]bridgehead alkenes.",

abstract = "Oxidative decarboxylation of [n.2.2]propellane carboxylic acids (1a-c) with lead tetraacetate gave the bicyclic acetates (2b, c) having a bridgehead double bond and/or the tricyclic acetates (3a, b) in good yields. Vapor phase thermolysis of 3a or 3b afforded the bridgehead olefin 2a or 2b quantatively.",

author = "Yasuo Sakai and Shingo Toyotani and Tobe Yoshito and Yoshinobu Odaira",

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AU - Sakai, Yasuo

AU - Toyotani, Shingo

AU - Yoshito, Tobe

AU - Odaira, Yoshinobu

PY - 1979/1/1

Y1 - 1979/1/1

N2 - Oxidative decarboxylation of [n.2.2]propellane carboxylic acids (1a-c) with lead tetraacetate gave the bicyclic acetates (2b, c) having a bridgehead double bond and/or the tricyclic acetates (3a, b) in good yields. Vapor phase thermolysis of 3a or 3b afforded the bridgehead olefin 2a or 2b quantatively.

AB - Oxidative decarboxylation of [n.2.2]propellane carboxylic acids (1a-c) with lead tetraacetate gave the bicyclic acetates (2b, c) having a bridgehead double bond and/or the tricyclic acetates (3a, b) in good yields. Vapor phase thermolysis of 3a or 3b afforded the bridgehead olefin 2a or 2b quantatively.

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U2 - 10.1016/S0040-4039(01)95542-X

DO - 10.1016/S0040-4039(01)95542-X

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ER -

Oxidative decarboxylation of [n.2.2]propellane carboxylic acids with lead tetraacetate. rearrangement approach to bicyclo [n.2.2.]bridgehead alkenes.

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