Thermal decarboxylative Nazarov cyclization of cyclic enol carbonates involving chirality transfer

Akane Kozuma; Keiichi Komatsuki; Kodai Saito; Tohru Yamada

doi:10.1246/cl.190763

Thermal decarboxylative Nazarov cyclization of cyclic enol carbonates involving chirality transfer

Akane Kozuma, Keiichi Komatsuki, Kodai Saito, Tohru Yamada

Department of Chemistry

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

11 Citations (Scopus)

Abstract

Decarboxylative Nazarov cyclization of chiral cyclic enol carbonates proceeded to afford chiral 2-cyclopentenones with excellent chirality transfer under thermal conditions without any catalyst. Interestingly, the thermal decarboxylative Nazarov cyclization furnished the desired product with better chirality transfer than the Lewis acid-catalyzed reaction.

Original language	English
Pages (from-to)	60-63
Number of pages	4
Journal	Chemistry Letters
Volume	49
Issue number	1
DOIs	https://doi.org/10.1246/cl.190763
Publication status	Published - 2020

Keywords

Chirality transfer
Decarboxylation
Electrocyclization

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.190763

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title = "Thermal decarboxylative Nazarov cyclization of cyclic enol carbonates involving chirality transfer",

abstract = "Decarboxylative Nazarov cyclization of chiral cyclic enol carbonates proceeded to afford chiral 2-cyclopentenones with excellent chirality transfer under thermal conditions without any catalyst. Interestingly, the thermal decarboxylative Nazarov cyclization furnished the desired product with better chirality transfer than the Lewis acid-catalyzed reaction.",

keywords = "Chirality transfer, Decarboxylation, Electrocyclization",

author = "Akane Kozuma and Keiichi Komatsuki and Kodai Saito and Tohru Yamada",

note = "Publisher Copyright: {\textcopyright} 2020 The Chemical Society of Japan.",

year = "2020",

doi = "10.1246/cl.190763",

language = "English",

volume = "49",

pages = "60--63",

journal = "Chemistry Letters",

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T1 - Thermal decarboxylative Nazarov cyclization of cyclic enol carbonates involving chirality transfer

AU - Kozuma, Akane

AU - Komatsuki, Keiichi

AU - Saito, Kodai

AU - Yamada, Tohru

PY - 2020

Y1 - 2020

N2 - Decarboxylative Nazarov cyclization of chiral cyclic enol carbonates proceeded to afford chiral 2-cyclopentenones with excellent chirality transfer under thermal conditions without any catalyst. Interestingly, the thermal decarboxylative Nazarov cyclization furnished the desired product with better chirality transfer than the Lewis acid-catalyzed reaction.

AB - Decarboxylative Nazarov cyclization of chiral cyclic enol carbonates proceeded to afford chiral 2-cyclopentenones with excellent chirality transfer under thermal conditions without any catalyst. Interestingly, the thermal decarboxylative Nazarov cyclization furnished the desired product with better chirality transfer than the Lewis acid-catalyzed reaction.

KW - Chirality transfer

KW - Decarboxylation

KW - Electrocyclization

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U2 - 10.1246/cl.190763

DO - 10.1246/cl.190763

M3 - Article

AN - SCOPUS:85076121624

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VL - 49

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JO - Chemistry Letters

JF - Chemistry Letters

IS - 1

ER -

Thermal decarboxylative Nazarov cyclization of cyclic enol carbonates involving chirality transfer

Abstract

Keywords

ASJC Scopus subject areas

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