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Issue 105, 2015

Zinc chloride catalyzed stereoselective construction of spiropyrazolone tetrahydroquinolines via tandem [1,5]-hydride shift/cyclization sequence

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Abstract

A zinc chloride catalyzed tandem 1,5-hydride shift/cyclization process to form spiropyrazolone terahydroquinoline derivatives is developed. A series of new spiropyrazolone derivatives were obtained in good to high yields with good to excellent diastereoselectivities (up to 95% yield, >95 : 5 dr). Additionally, the spiropyrazolone derivatives could be converted into the corresponding novel spriopyrazolines.

Graphical abstract: Zinc chloride catalyzed stereoselective construction of spiropyrazolone tetrahydroquinolines via tandem [1,5]-hydride shift/cyclization sequence

Supplementary files

Article information


Submitted
09 Sep 2015
Accepted
02 Oct 2015
First published
05 Oct 2015

RSC Adv., 2015,5, 86056-86060
Article type
Communication

Zinc chloride catalyzed stereoselective construction of spiropyrazolone tetrahydroquinolines via tandem [1,5]-hydride shift/cyclization sequence

T. Zhao, H. Zhang, L. Cui, J. Qu and B. Wang, RSC Adv., 2015, 5, 86056 DOI: 10.1039/C5RA18471A

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