Stereoselective Synthesis of Densely Substituted Tetrahydroquinolines by a Conjugate Addition Nitro-Mannich Reaction with Carbon Nucleophiles

Stereoselective Synthesis of Pyrrolidinones via Nitro-Mannich Reaction Towards the Synthesis of Popolohuanone E

3 Acknowledgements 5 Abbreviations 6 Part 1: Stereoselective Synthesis of Pyrrolidinones via Nitro-Mannich Reaction

&Mannich Reaction Iridium-Catalyzed Reductive Nitro-Mannich Cyclization

A new chemoselective reductive nitro-Mannich cyclization reaction sequence of nitroalkyl-tethered lactams has been developed. Relying on the rapid and chemoselective iridium(I)-catalyzed reduction of lactams to the corresponding enamine, subsequent nitro-Mannich cyclization of tethered nitroalkyl functionality provides direct access to important alkaloid natural-product-like structures in yield...

The Development Of A One-Pot 1,4- Addition/Nitro-Mannich Reaction

Asymmetric synthesis of 2-alkyl-substituted tetrahydroquinolines by an enantioselective aza-Michael reaction.

An optically active tetrahydroquinoline intermediate (5) was prepared in 8 steps from monoprotected ethylene glycol, using a Pd-catalysed aza-Michael reaction to induce chirality. This can be transformed into three Galipea alkaloids (angustureine, galipeine and cuspareine). The proximity of a benzyloxy group is found to exert profound effects in several steps of the synthesis.

Synthesis of 1,2-bisalkylidenecyclopentanes from 1,6-allenynes via stereoselective addition of nucleophiles to ruthenacyclopentenes.

Ruthenium-catalyzed cyclization of 1,6-allenynes occurs via the addition of heteroatom nucleophiles to ruthenacyclopentenes, providing functionalized 1,2-bisalkylidenecyclopentanes in a highly regio- and stereoselective manner.