Green Synthesis of Biorelevant Scaffolds through Organocatalytic/ Enzymatic Dynamic Kinetic Resolution.

This review highlights major developments in the application of green organocatalytic and enzymatic dynamic kinetic resolutions (DKRs) in the total synthesis of biorelevant scaffolds. It illustrates the diversity of useful bioactive products and intermediates that can be synthesized under greener and more economic conditions through the combination of the powerful concept of DKR, which allows the resolution of racemic compounds with up to 100% yield, with either asymmetric organocatalysis or enzymatic catalysis, avoiding the use of toxic and expensive metals. With the need for more ecologic synthetic technologies, this field will undoubtedly expand its scope in the future with the employment of other organocatalysts/enzymes to even more types of transformations, thus allowing powerful greener and more economic strategies to reach other biologically important molecules.

Synthesis of chiral 3-substituted 3-amino-2-oxindoles through enantioselective catalytic nucleophilic additions to isatin imines.

This review collects the recent developments in the synthesis of chiral 3-substituted 3-amino-2-oxindoles based on enantioselective catalytic nucleophilic additions to isatin imines published since the beginning of 2015.

Recent developments in the asymmetric Reformatsky-type reaction.

This review collects the most important developments in asymmetric Reformatsky-type reactions published since the beginning of 2013, including both diastereoselective methodologies based on the use of chiral substrates and enantioselective catalytic procedures.

Enantioselective magnesium-catalyzed transformations.

This review updates the major progress in the field of enantioselective transformations promoted by chiral magnesium catalysts, covering the literature since 2007, illustrating the power of these mild Lewis acid catalysts to provide a wide variety of novel asymmetric reactions.

Enantioselective Silver-Catalyzed Transformations.

This review collects the major progress in the field of enantioselective transformations promoted by chiral silver catalysts, covering the literature since 2008, well illustrating the power of these especially mild Lewis acid catalysts to provide novel asymmetric reactions.

Conjugate hydrocyanation of 17-acetyl-11-carbomethoxygona-1,3,5(10),13(17)-tetraenes.

The conjugate hydrocyanation of 17-acetylgona-11-carbomethoxy-1,3,5(10),13(17)-tetraenes using diethylaluminum cyanide (Nagata reaction) is reported. This methodology has allowed the introduction of an angular cyano group at the C-13 position of the steroid skeleton. Subsequent reduction of the nitrile group yielded various functionalized steroids. One of them, 22 bears the natural trans/anti/trans stereochemistry and possesses an hydroxyl and aminomethyl functionalities in the positions 11beta and 13beta, respectively. The characteristic (1)H and (13)C NMR spectroscopic features of the synthesized steroids are reported.

Efficient synthesis of C-11 functionalized steroids.

An efficient synthesis from readily available materials of numerous steroids functionalized at C-11 position, interesting from a biological point of view, is described using our general approach. The characteristic (1)H and (13)C NMR spectroscopic features of the synthesized steroids are reported.