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Diastereoselective Synthesis of Spiro and Chlorocyclopropanes from Camphorpyrazolidinone derived -Unsaturated Amides

08 December 2020, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

High diastereoselectivity are observed in the addition of gem-dichlorocarbene to an optically pure a,b-unsaturated amides derived from a chiral camphorpyrazolidinone. A novel route to the asymmetric synthesis of spiro [2,2]-pentane carboxylic acid esters derivatives through gem-dichlorocyclopropane is described.

Keywords

diastereoselectivity,
camphorpyrazolidinone,
gem-dichlorocyclopropane,
spiro [2,2]-pentane carboxylic acid esters

Supplementary materials

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CP2-Spiro-ChloroCP-spectral data-12-7-2020
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CP2-Spiro-ChloroCP-experimental 12-7-2020
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CP2-chiral a,b-unsaturated substrates-spectral data
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CP2-chiral a,b-unsaturated substrates-experimental
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Version History

Dec 08, 2020 Version 1

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License

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The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv.13338770.v1
D O I: 10.26434/chemrxiv.13338770.v1 [opens in a new tab]

Funding

G.S.R thankful to National Science Council of Taiwan, (ROC) for financial support in the form of Post-Doctoral Fellowship during February 2000-July 2003. G.S.R is thankful to Kwunmin Chen at National Taiwan Normal University, Taipei, Taiwan, for conducting the experiments and collection and processing of the spectral data and X-ray data are gratefully acknowledged.

Author’s competing interest statement

There is no Competing Interests pending

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