Divergent Pd-catalyzed cross-coupling of allenyloxazolidinones to give chiral 1,3-dienes and vinyloxazolidinones

Ronald W. Brown; Farzad Zamani; Michael G. Gardiner; Haibo Yu; Stephen G. Pyne; Christopher J.T. Hyland

doi:10.1039/c9sc03215k

Divergent Pd-catalyzed cross-coupling of allenyloxazolidinones to give chiral 1,3-dienes and vinyloxazolidinones

Ronald W. Brown
, Farzad Zamani
, Michael G. Gardiner
, Haibo Yu
, Stephen G. Pyne
, Christopher J.T. Hyland^*

^*Corresponding author for this work

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

22 Citations (Scopus)

Abstract

The divergent reactivity of 5-allenyloxazolidinones has been explored. This novel building block undergoes Pd(0)-catalyzed cross-coupling with boronic acids to form a wide range of chiral 1,3-dienes and pharmaceutically useful vinyloxazolidinones, the chemoselectivity being tightly controlled by a simple switch in additive.

Original language	English
Pages (from-to)	9051-9056
Number of pages	6
Journal	Chemical Science
Volume	10
Issue number	39
DOIs	https://doi.org/10.1039/c9sc03215k
Publication status	Published - 2019

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title = "Divergent Pd-catalyzed cross-coupling of allenyloxazolidinones to give chiral 1,3-dienes and vinyloxazolidinones",

abstract = "The divergent reactivity of 5-allenyloxazolidinones has been explored. This novel building block undergoes Pd(0)-catalyzed cross-coupling with boronic acids to form a wide range of chiral 1,3-dienes and pharmaceutically useful vinyloxazolidinones, the chemoselectivity being tightly controlled by a simple switch in additive.",

author = "Brown, \{Ronald W.\} and Farzad Zamani and Gardiner, \{Michael G.\} and Haibo Yu and Pyne, \{Stephen G.\} and Hyland, \{Christopher J.T.\}",

note = "Publisher Copyright: {\textcopyright} 2019 The Royal Society of Chemistry.",

year = "2019",

doi = "10.1039/c9sc03215k",

language = "English",

volume = "10",

pages = "9051--9056",

journal = "Chemical Science",

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T1 - Divergent Pd-catalyzed cross-coupling of allenyloxazolidinones to give chiral 1,3-dienes and vinyloxazolidinones

AU - Brown, Ronald W.

AU - Zamani, Farzad

AU - Gardiner, Michael G.

AU - Yu, Haibo

AU - Pyne, Stephen G.

AU - Hyland, Christopher J.T.

PY - 2019

Y1 - 2019

N2 - The divergent reactivity of 5-allenyloxazolidinones has been explored. This novel building block undergoes Pd(0)-catalyzed cross-coupling with boronic acids to form a wide range of chiral 1,3-dienes and pharmaceutically useful vinyloxazolidinones, the chemoselectivity being tightly controlled by a simple switch in additive.

AB - The divergent reactivity of 5-allenyloxazolidinones has been explored. This novel building block undergoes Pd(0)-catalyzed cross-coupling with boronic acids to form a wide range of chiral 1,3-dienes and pharmaceutically useful vinyloxazolidinones, the chemoselectivity being tightly controlled by a simple switch in additive.

UR - https://www.scopus.com/pages/publications/85073447001

U2 - 10.1039/c9sc03215k

DO - 10.1039/c9sc03215k

M3 - Article

SN - 2041-6520

VL - 10

SP - 9051

EP - 9056

JO - Chemical Science

JF - Chemical Science

IS - 39

ER -

Divergent Pd-catalyzed cross-coupling of allenyloxazolidinones to give chiral 1,3-dienes and vinyloxazolidinones

Abstract

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