Strain-Release Driven Cycloadditions for Rapid Construction of Functionalized Pyridines and Amino Alcohols

Sebastian Clementson; Alessio Radaelli; Kasper Fjelbye; David Ackland Tanner; Mikkel Jessing

doi:10.1021/acs.orglett.9b01652

Strain-Release Driven Cycloadditions for Rapid Construction of Functionalized Pyridines and Amino Alcohols

Sebastian Clementson, Alessio Radaelli, Kasper Fjelbye, David Ackland Tanner^*, Mikkel Jessing

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › Research › peer-review

Abstract

This paper describes the development of a new variant of stereoselective strain-release driven reactions (formal homo [3 + 2] dipolar cycloadditions) which utilize housane (1) to construct functionalized amino alcohols and pyridine-substituted cyclopentanes in two to three steps from simple and easily available building blocks (nitrones and pyridine N-oxides respectively).

Original language	English
Journal	ORGANIC LETTERS
Volume	21
Issue number	12
Pages (from-to)	4763-4766
Number of pages	4
ISSN	1523-7060
DOIs	https://doi.org/10.1021/acs.orglett.9b01652
Publication status	Published - 2019

Cite this

Clementson, S., Radaelli, A., Fjelbye, K., Tanner, D. A., & Jessing, M. (2019). Strain-Release Driven Cycloadditions for Rapid Construction of Functionalized Pyridines and Amino Alcohols. ORGANIC LETTERS, 21(12), 4763-4766. https://doi.org/10.1021/acs.orglett.9b01652

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abstract = "This paper describes the development of a new variant of stereoselective strain-release driven reactions (formal homo [3 + 2] dipolar cycloadditions) which utilize housane (1) to construct functionalized amino alcohols and pyridine-substituted cyclopentanes in two to three steps from simple and easily available building blocks (nitrones and pyridine N-oxides respectively).",

author = "Sebastian Clementson and Alessio Radaelli and Kasper Fjelbye and Tanner, {David Ackland} and Mikkel Jessing",

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AU - Tanner, David Ackland

AU - Jessing, Mikkel

PY - 2019

Y1 - 2019

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AB - This paper describes the development of a new variant of stereoselective strain-release driven reactions (formal homo [3 + 2] dipolar cycloadditions) which utilize housane (1) to construct functionalized amino alcohols and pyridine-substituted cyclopentanes in two to three steps from simple and easily available building blocks (nitrones and pyridine N-oxides respectively).

U2 - 10.1021/acs.orglett.9b01652

DO - 10.1021/acs.orglett.9b01652

M3 - Journal article

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Access to Document

10.1021/acs.orglett.9b01652