Access to spirocyclic oxindoles via N-heterocyclic carbene-catalyzed reactions of enals and oxindole-derived α,β-unsaturated imines

Kun Jiang; Bhoopendra Tiwari; Yonggui Robin Chi

doi:10.1021/ol3008028

Access to spirocyclic oxindoles via N-heterocyclic carbene-catalyzed reactions of enals and oxindole-derived α,β-unsaturated imines

Kun Jiang, Bhoopendra Tiwari, Yonggui Robin Chi^*

^*Corresponding author for this work

Nanyang Technological University

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

99 Citations (Scopus)

Abstract

A diastereoselective access to β-lactam fused spirocyclic oxindoles and related compounds bearing all carbon spiro centers is described. This N-heterocyclic carbene-catalyzed process employed challenging β,β-disubstituted α,β-unsaturated imines to react with enals.

Original language	English
Pages (from-to)	2382-2385
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	9
DOIs	https://doi.org/10.1021/ol3008028
Publication status	Published - May 4 2012
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol3008028

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title = "Access to spirocyclic oxindoles via N-heterocyclic carbene-catalyzed reactions of enals and oxindole-derived α,β-unsaturated imines",

abstract = "A diastereoselective access to β-lactam fused spirocyclic oxindoles and related compounds bearing all carbon spiro centers is described. This N-heterocyclic carbene-catalyzed process employed challenging β,β-disubstituted α,β-unsaturated imines to react with enals.",

author = "Kun Jiang and Bhoopendra Tiwari and Chi, {Yonggui Robin}",

year = "2012",

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doi = "10.1021/ol3008028",

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AU - Tiwari, Bhoopendra

AU - Chi, Yonggui Robin

PY - 2012/5/4

Y1 - 2012/5/4

N2 - A diastereoselective access to β-lactam fused spirocyclic oxindoles and related compounds bearing all carbon spiro centers is described. This N-heterocyclic carbene-catalyzed process employed challenging β,β-disubstituted α,β-unsaturated imines to react with enals.

AB - A diastereoselective access to β-lactam fused spirocyclic oxindoles and related compounds bearing all carbon spiro centers is described. This N-heterocyclic carbene-catalyzed process employed challenging β,β-disubstituted α,β-unsaturated imines to react with enals.

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Access to spirocyclic oxindoles via N-heterocyclic carbene-catalyzed reactions of enals and oxindole-derived α,β-unsaturated imines

Abstract

ASJC Scopus Subject Areas

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