Creation of bispiro[pyrazolone-3,3′-oxindoles]: Via a phosphine-catalyzed enantioselective [3 + 2] annulation of the Morita-Baylis-Hillman carbonates with pyrazoloneyldiene oxindoles

Jing Zhang; Wai Lun Chan; Ligong Chen; Nisar Ullah; Yixin Lu

doi:10.1039/c9qo00471h

Creation of bispiro[pyrazolone-3,3′-oxindoles]: Via a phosphine-catalyzed enantioselective [3 + 2] annulation of the Morita-Baylis-Hillman carbonates with pyrazoloneyldiene oxindoles

Jing Zhang, Wai Lun Chan, Ligong Chen, Nisar Ullah^*, Yixin Lu

^*Corresponding author for this work

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

50 Scopus citations

Abstract

A [3 + 2] annulation between the Morita-Baylis-Hillman (MBH) carbonates and pyrazoloneyldiene oxindoles catalyzed by (S)-SITCP has been developed. Structurally novel bispiro[pyrazolone-3,3′-oxindoles] containing two contiguous quaternary stereogenic centers were created in excellent yields, in a diastereospecific and highly enantioselective manner.

Original language	English
Pages (from-to)	2210-2214
Number of pages	5
Journal	Organic Chemistry Frontiers
Volume	6
Issue number	13
DOIs	https://doi.org/10.1039/c9qo00471h
State	Published - 7 Jul 2019

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Publisher Copyright:
© the Partner Organisations 2019.

ASJC Scopus subject areas

Organic Chemistry

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@article{06b898626b8d43d68164531272614fa0,

title = "Creation of bispiro[pyrazolone-3,3′-oxindoles]: Via a phosphine-catalyzed enantioselective [3 + 2] annulation of the Morita-Baylis-Hillman carbonates with pyrazoloneyldiene oxindoles",

abstract = "A [3 + 2] annulation between the Morita-Baylis-Hillman (MBH) carbonates and pyrazoloneyldiene oxindoles catalyzed by (S)-SITCP has been developed. Structurally novel bispiro[pyrazolone-3,3′-oxindoles] containing two contiguous quaternary stereogenic centers were created in excellent yields, in a diastereospecific and highly enantioselective manner.",

author = "Jing Zhang and Chan, \{Wai Lun\} and Ligong Chen and Nisar Ullah and Yixin Lu",

note = "Publisher Copyright: {\textcopyright} the Partner Organisations 2019.",

year = "2019",

month = jul,

day = "7",

doi = "10.1039/c9qo00471h",

language = "English",

volume = "6",

pages = "2210--2214",

journal = "Organic Chemistry Frontiers",

issn = "2052-4110",

publisher = "Royal Society of Chemistry",

number = "13",

}

Creation of bispiro[pyrazolone-3,3′-oxindoles]: Via a phosphine-catalyzed enantioselective [3 + 2] annulation of the Morita-Baylis-Hillman carbonates with pyrazoloneyldiene oxindoles. / Zhang, Jing; Chan, Wai Lun; Chen, Ligong et al.
In: Organic Chemistry Frontiers, Vol. 6, No. 13, 07.07.2019, p. 2210-2214.

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

TY - JOUR

T1 - Creation of bispiro[pyrazolone-3,3′-oxindoles]

T2 - Via a phosphine-catalyzed enantioselective [3 + 2] annulation of the Morita-Baylis-Hillman carbonates with pyrazoloneyldiene oxindoles

AU - Zhang, Jing

AU - Chan, Wai Lun

AU - Chen, Ligong

AU - Ullah, Nisar

AU - Lu, Yixin

PY - 2019/7/7

Y1 - 2019/7/7

N2 - A [3 + 2] annulation between the Morita-Baylis-Hillman (MBH) carbonates and pyrazoloneyldiene oxindoles catalyzed by (S)-SITCP has been developed. Structurally novel bispiro[pyrazolone-3,3′-oxindoles] containing two contiguous quaternary stereogenic centers were created in excellent yields, in a diastereospecific and highly enantioselective manner.

AB - A [3 + 2] annulation between the Morita-Baylis-Hillman (MBH) carbonates and pyrazoloneyldiene oxindoles catalyzed by (S)-SITCP has been developed. Structurally novel bispiro[pyrazolone-3,3′-oxindoles] containing two contiguous quaternary stereogenic centers were created in excellent yields, in a diastereospecific and highly enantioselective manner.

UR - https://www.scopus.com/pages/publications/85068066879

U2 - 10.1039/c9qo00471h

DO - 10.1039/c9qo00471h

M3 - Article

AN - SCOPUS:85068066879

SN - 2052-4110

VL - 6

SP - 2210

EP - 2214

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 13

ER -

Creation of bispiro[pyrazolone-3,3′-oxindoles]: Via a phosphine-catalyzed enantioselective [3 + 2] annulation of the Morita-Baylis-Hillman carbonates with pyrazoloneyldiene oxindoles

Abstract

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