Oxazolidinone-promoted, torquoselective Nazarov cyclizations

Daniel Jarrah Kerr; Michael Miletic; Jason H Chaplin; Jonathan Michael White; Bernard Luke Flynn

doi:10.1021/ol300316a

Oxazolidinone-promoted, torquoselective Nazarov cyclizations

Daniel Jarrah Kerr, Michael Miletic, Jason H Chaplin, Jonathan Michael White, Bernard Luke Flynn

Medicinal Chemistry

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

54 Citations (Scopus)

Abstract

Oxazolidinones are powerful promoters of the Nazarov reaction, enabling the cyclization of conventionally resistant substrates to be achieved under mild conditions. They exert excellent regio- and torquoselective control in both the conventional Nazarov reaction giving cyclopentenones and in the interrupted Nazarov reaction, giving more highly substituted multistereocenter containing products.

Original language	English
Pages (from-to)	1732 - 1735
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	7
DOIs	https://doi.org/10.1021/ol300316a
Publication status	Published - 2012

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10.1021/ol300316a

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title = "Oxazolidinone-promoted, torquoselective Nazarov cyclizations",

abstract = "Oxazolidinones are powerful promoters of the Nazarov reaction, enabling the cyclization of conventionally resistant substrates to be achieved under mild conditions. They exert excellent regio- and torquoselective control in both the conventional Nazarov reaction giving cyclopentenones and in the interrupted Nazarov reaction, giving more highly substituted multistereocenter containing products.",

author = "Kerr, {Daniel Jarrah} and Michael Miletic and Chaplin, {Jason H} and White, {Jonathan Michael} and Flynn, {Bernard Luke}",

year = "2012",

doi = "10.1021/ol300316a",

language = "English",

volume = "14",

pages = "1732 -- 1735",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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T1 - Oxazolidinone-promoted, torquoselective Nazarov cyclizations

AU - Kerr, Daniel Jarrah

AU - Miletic, Michael

AU - Chaplin, Jason H

AU - White, Jonathan Michael

AU - Flynn, Bernard Luke

PY - 2012

Y1 - 2012

N2 - Oxazolidinones are powerful promoters of the Nazarov reaction, enabling the cyclization of conventionally resistant substrates to be achieved under mild conditions. They exert excellent regio- and torquoselective control in both the conventional Nazarov reaction giving cyclopentenones and in the interrupted Nazarov reaction, giving more highly substituted multistereocenter containing products.

AB - Oxazolidinones are powerful promoters of the Nazarov reaction, enabling the cyclization of conventionally resistant substrates to be achieved under mild conditions. They exert excellent regio- and torquoselective control in both the conventional Nazarov reaction giving cyclopentenones and in the interrupted Nazarov reaction, giving more highly substituted multistereocenter containing products.

UR - http://pubs.acs.org/journal/orlef7

U2 - 10.1021/ol300316a

DO - 10.1021/ol300316a

M3 - Article

SN - 1523-7060

VL - 14

SP - 1732

EP - 1735

JO - Organic Letters

JF - Organic Letters

IS - 7

ER -

Oxazolidinone-promoted, torquoselective Nazarov cyclizations

Abstract

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