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

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title = "Strain-Release Driven Cycloadditions for Rapid Construction of Functionalized Pyridines and Amino Alcohols",

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",

year = "2019",

doi = "10.1021/acs.orglett.9b01652",

language = "English",

volume = "21",

pages = "4763--4766",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "12",

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T1 - Strain-Release Driven Cycloadditions for Rapid Construction of Functionalized Pyridines and Amino Alcohols

AU - Clementson, Sebastian

AU - Radaelli, Alessio

AU - Fjelbye, Kasper

AU - Tanner, David Ackland

AU - Jessing, Mikkel

PY - 2019

Y1 - 2019

N2 - 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).

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

C2 - 31180685

VL - 21

SP - 4763

EP - 4766

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 12

ER -