Complete enantiospecificity in the highly regioselective and stereoselective photo- and thermal rearrangements of some homoconjugated ketones

Rossana Viskin; Jakob Oren; Benzion Fuchs

doi:10.1016/S0040-4039(00)95100-1

Complete enantiospecificity in the highly regioselective and stereoselective photo- and thermal rearrangements of some homoconjugated ketones

Rossana Viskin^*
, Jakob Oren
, Benzion Fuchs

^*Corresponding author for this work

School of Chemistry

Tel Aviv University

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

7 Scopus citations

Abstract

The oxa-di-π-methane (ODPM) photorearrangement of 2-(carbomethoxy)spiro [5.5]undeca-1,3-diene-7-one (1d) to 2d and the latter's thermal rearrangement to 3d were shown to be not only fully regio-and stereoselective but also to occur with complete enantiospecificity. An additional example, the 2-hydroxymethyl derivative (1f) was also studied and the two systems were chemically correlated.

Original language	English
Pages (from-to)	2365-2368
Number of pages	4
Journal	Tetrahedron Letters
Volume	26
Issue number	19
DOIs	https://doi.org/10.1016/S0040-4039(00)95100-1
State	Published - 1985

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title = "Complete enantiospecificity in the highly regioselective and stereoselective photo- and thermal rearrangements of some homoconjugated ketones",

abstract = "The oxa-di-π-methane (ODPM) photorearrangement of 2-(carbomethoxy)spiro [5.5]undeca-1,3-diene-7-one (1d) to 2d and the latter's thermal rearrangement to 3d were shown to be not only fully regio-and stereoselective but also to occur with complete enantiospecificity. An additional example, the 2-hydroxymethyl derivative (1f) was also studied and the two systems were chemically correlated.",

author = "Rossana Viskin and Jakob Oren and Benzion Fuchs",

year = "1985",

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AU - Oren, Jakob

AU - Fuchs, Benzion

PY - 1985

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AB - The oxa-di-π-methane (ODPM) photorearrangement of 2-(carbomethoxy)spiro [5.5]undeca-1,3-diene-7-one (1d) to 2d and the latter's thermal rearrangement to 3d were shown to be not only fully regio-and stereoselective but also to occur with complete enantiospecificity. An additional example, the 2-hydroxymethyl derivative (1f) was also studied and the two systems were chemically correlated.

UR - https://www.scopus.com/pages/publications/5244312130

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DO - 10.1016/S0040-4039(00)95100-1

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IS - 19

ER -

Complete enantiospecificity in the highly regioselective and stereoselective photo- and thermal rearrangements of some homoconjugated ketones

Abstract

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