Enantioselectivity in visible light-induced, singlet oxygen [2+4] cycloaddition reactions (type II photooxygenations) of 2-pyridones

Christian Wiegand; Eberhardt Herdtweck; Thorsten Bach

doi:10.1039/c2cc35621j

Enantioselectivity in visible light-induced, singlet oxygen [2+4] cycloaddition reactions (type II photooxygenations) of 2-pyridones

Christian Wiegand, Eberhardt Herdtweck, Thorsten Bach

Chair of Organic Chemistry 1

Technical University of Munich

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

42 Scopus citations

Abstract

3-Substituted 2-pyridones were enantioselectively (68–90% ee) converted into the respective 3-hydroxypyridine-2,6-diones by a sequence consisting of a template-mediated type II photooxygenation and an acid-catalysed rearrangement.

Original language	English
Pages (from-to)	10195-10197
Number of pages	3
Journal	Chemical Communications
Volume	48
Issue number	82
DOIs	https://doi.org/10.1039/c2cc35621j
State	Published - 19 Sep 2012

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title = "Enantioselectivity in visible light-induced, singlet oxygen [2+4] cycloaddition reactions (type II photooxygenations) of 2-pyridones",

abstract = "3-Substituted 2-pyridones were enantioselectively (68–90% ee) converted into the respective 3-hydroxypyridine-2,6-diones by a sequence consisting of a template-mediated type II photooxygenation and an acid-catalysed rearrangement.",

author = "Christian Wiegand and Eberhardt Herdtweck and Thorsten Bach",

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T1 - Enantioselectivity in visible light-induced, singlet oxygen [2+4] cycloaddition reactions (type II photooxygenations) of 2-pyridones

AU - Wiegand, Christian

AU - Herdtweck, Eberhardt

AU - Bach, Thorsten

PY - 2012/9/19

Y1 - 2012/9/19

N2 - 3-Substituted 2-pyridones were enantioselectively (68–90% ee) converted into the respective 3-hydroxypyridine-2,6-diones by a sequence consisting of a template-mediated type II photooxygenation and an acid-catalysed rearrangement.

AB - 3-Substituted 2-pyridones were enantioselectively (68–90% ee) converted into the respective 3-hydroxypyridine-2,6-diones by a sequence consisting of a template-mediated type II photooxygenation and an acid-catalysed rearrangement.

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U2 - 10.1039/c2cc35621j

DO - 10.1039/c2cc35621j

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SN - 1359-7345

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JO - Chemical Communications

JF - Chemical Communications

IS - 82

ER -

Enantioselectivity in visible light-induced, singlet oxygen [2+4] cycloaddition reactions (type II photooxygenations) of 2-pyridones

Abstract

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