Structural and Spatial Considerations in the N, N′-Diacyl-and Bis (alkoxycarbonyl) bispidinone Series

S Levinger; Y Sharabi-Ronen; A Mainfeld; A Albeck

Structural and Spatial Considerations in the N, N′-Diacyl-and Bis (alkoxycarbonyl) bispidinone Series

S Levinger, Y Sharabi-Ronen, A Mainfeld, A Albeck

Department of Chemistry

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

Abstract

Diamidic and dicarbamic bispidinones show trans−cis isomerism, the relative population in solution of the cis form increasing with solvent polarity. The mutual proximity of the two amide functions in 4a has no impact on the barrier to isomerization. The system represents a peculiar case of planar chirality posing a challenge to its specification.

Original language	American English
Pages (from-to)	7793-7796
Journal	The Journal of Organic Chemistry
Volume	73
Issue number	19
State	Published - 2008

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title = "Structural and Spatial Considerations in the N, N′-Diacyl-and Bis (alkoxycarbonyl) bispidinone Series",

abstract = "Diamidic and dicarbamic bispidinones show trans−cis isomerism, the relative population in solution of the cis form increasing with solvent polarity. The mutual proximity of the two amide functions in 4a has no impact on the barrier to isomerization. The system represents a peculiar case of planar chirality posing a challenge to its specification.",

author = "S Levinger and Y Sharabi-Ronen and A Mainfeld and A Albeck",

year = "2008",

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T1 - Structural and Spatial Considerations in the N, N′-Diacyl-and Bis (alkoxycarbonyl) bispidinone Series

AU - Levinger, S

AU - Sharabi-Ronen, Y

AU - Mainfeld, A

AU - Albeck, A

PY - 2008

Y1 - 2008

N2 - Diamidic and dicarbamic bispidinones show trans−cis isomerism, the relative population in solution of the cis form increasing with solvent polarity. The mutual proximity of the two amide functions in 4a has no impact on the barrier to isomerization. The system represents a peculiar case of planar chirality posing a challenge to its specification.

AB - Diamidic and dicarbamic bispidinones show trans−cis isomerism, the relative population in solution of the cis form increasing with solvent polarity. The mutual proximity of the two amide functions in 4a has no impact on the barrier to isomerization. The system represents a peculiar case of planar chirality posing a challenge to its specification.

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M3 - Article

VL - 73

SP - 7793

EP - 7796

JO - The Journal of Organic Chemistry

JF - The Journal of Organic Chemistry

IS - 19

ER -

Structural and Spatial Considerations in the N, N′-Diacyl-and Bis (alkoxycarbonyl) bispidinone Series

Abstract

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