Symmetry 2011, 3(1), 84-125; doi:10.3390/sym3010084

Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic Ketones

1,* email, 2email and 2email
Received: 18 February 2011; in revised form: 8 March 2011 / Accepted: 9 March 2011 / Published: 22 March 2011
(This article belongs to the Special Issue Asymmetric Organocatalysis)
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.
Abstract: The 1,4-conjugate addition of nucleophiles to α,β-unsaturated carbonyl compounds represents one fundamental bond-forming reaction in organic synthesis. The development of effective organocatalysts for the enantioselective conjugate addition of malonate, nitroalkane and other carbon and heteroatom nucleophiles to cycloenones constitutes an important research field and has been explored in recent years. At the same time, asymmetric Diels-Alder reactions have been developed and often a mechanism has been demonstrated to be a double addition rather than synchronous. This review aims to cover literature up to the end of 2010, describing all the different organocatalytic asymmetric 1,4-conjugate additions even if they are listed as transfer hydrogenation, cycloadditions or desymmetrization of aromatic compounds.
Keywords: α,β-unsaturated ketones; organocatalysis; iminium ion; Michael addition
PDF Full-text Download PDF Full-Text [457 KB, uploaded 22 March 2011 16:19 CET]

Export to BibTeX |

MDPI and ACS Style

Dalpozzo, R.; Bartoli, G.; Bencivenni, G. Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic Ketones. Symmetry 2011, 3, 84-125.

AMA Style

Dalpozzo R, Bartoli G, Bencivenni G. Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic Ketones. Symmetry. 2011; 3(1):84-125.

Chicago/Turabian Style

Dalpozzo, Renato; Bartoli, Giuseppe; Bencivenni, Giorgio. 2011. "Asymmetric Organocatalytic Reactions of α,β-Unsaturated Cyclic Ketones." Symmetry 3, no. 1: 84-125.

Symmetry EISSN 2073-8994 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert