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Stereocontrolled Synthesis and Functionalization of Cyclobutanes and Cyclobutanones

Dipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, complesso universitario di Monserrato, S.S. 554, bivio per Sestu, Monserrato 09042, CA, Italy
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Molecules 2013, 18(12), 15541-15572; https://doi.org/10.3390/molecules181215541
Received: 7 November 2013 / Revised: 9 December 2013 / Accepted: 11 December 2013 / Published: 13 December 2013
(This article belongs to the Special Issue Dynamic Stereochemistry)
In the last decade a certain number of new cyclobutane and cyclobutanone synthesis and functionalization protocols have been published. Organo- and biocatalyzed eco-friendly approaches to cyclobutane-containing molecules have been developed with interesting results. Also, successful new total synthesis of bioactive compounds and drugs have been recently reported where a four membered ring represented the key intermediate. Therefore, the rising interest in this field represents a great point of discussion for the scientific community, disclosing the synthetic potential of strained four membered ring carbocyclic compounds. Herein we report a critical survey on the literature concerning the enantiocontrolled synthesis and functionalization of cyclobutane derivatives, with particular attention to metal-free, low impact methodologies, published during the period 2000–2013. View Full-Text
Keywords: cyclobutanone; cyclobutane; stereocontrol; ring enlargement; alkylation; organocatalysis; cycloaddition; biocatalysis; stereochemistry; oxidation cyclobutanone; cyclobutane; stereocontrol; ring enlargement; alkylation; organocatalysis; cycloaddition; biocatalysis; stereochemistry; oxidation
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Secci, F.; Frongia, A.; Piras, P.P. Stereocontrolled Synthesis and Functionalization of Cyclobutanes and Cyclobutanones. Molecules 2013, 18, 15541-15572.

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