Molecules 2013, 18(12), 15541-15572; doi:10.3390/molecules181215541
Review

Stereocontrolled Synthesis and Functionalization of Cyclobutanes and Cyclobutanones

* ,  and
Received: 7 November 2013; in revised form: 9 December 2013 / Accepted: 11 December 2013 / Published: 13 December 2013
(This article belongs to the Special Issue Dynamic Stereochemistry)
Download PDF [423 KB, uploaded 18 June 2014]
Abstract: 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.
Keywords: cyclobutanone; cyclobutane; stereocontrol; ring enlargement; alkylation; organocatalysis; cycloaddition; biocatalysis; stereochemistry; oxidation
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Export to BibTeX |
EndNote


MDPI and ACS Style

Secci, F.; Frongia, A.; Piras, P.P. Stereocontrolled Synthesis and Functionalization of Cyclobutanes and Cyclobutanones. Molecules 2013, 18, 15541-15572.

AMA Style

Secci F, Frongia A, Piras PP. Stereocontrolled Synthesis and Functionalization of Cyclobutanes and Cyclobutanones. Molecules. 2013; 18(12):15541-15572.

Chicago/Turabian Style

Secci, Francesco; Frongia, Angelo; Piras, Pier P. 2013. "Stereocontrolled Synthesis and Functionalization of Cyclobutanes and Cyclobutanones." Molecules 18, no. 12: 15541-15572.


Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert