Catalytic Enantioselective Michael Addition of α-Aryl-α-Isocyanoacetates to Vinyl Selenone: Synthesis of α,α-Disubstituted α-Amino Acids and (+)- and (−)-Trigonoliimine A
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Herein, we report a detailed study on the electrophilic alkynylation of cyclic keto esters and amides with ethynylbenziodoxolone (EBX) reagents. The structure and stability of this class of reagents is first described more in details. Differential scanning ...
My PhD work started with the development of a racemic access to trigonoliimine B, an hexacyclic alkaloid isolated in 2010. After having explored different strategies, we reported a 7-step synthesis of this natural product. This synthesis features a challen ...
Transition-metal catalyzed C-H functionalizations became a complementary and efficient bond-forming strategy over the past decade. In this respect, Cp*Rh(III) complexes have emerged as powerful catalysts for a broad spectrum of reactions giving access to s ...
This thesis is divided in seven main chapters including an introduction about the state of the art in the field, four main chapters describing the main part of the work, a short insight on the implications of the presented results for other research projec ...
Trigonoliimines are hexacyclic bisindole alkaloids isolated recently by Hao and co-workers. A synthesis of (±)-trigonoliimine B was accomplished in seven steps from simple starting materials featuring the Bischler-Napieralski reaction for closing the seven ...
Nowadays any natural and non-natural monosaccharide can be prepared pure in both enantiomeric forms starting from inexpensive starting materials. Depending on the target, pure chemical procedures relying upon asymmetric catalysis using either metallic or p ...
The aza-MBH reaction of imines, e.g., I, and beta -naphthyl acrylate in the presence of C-6' modified beta -isocupreidine deriv. (0.1 equiv) and beta -naphthol (0.1 equiv) afforded the corresponding (3S)-aza-MBH adducts, e.g., II, in high yield and excelle ...
Asym. synthesis of lemonomycinone amide was accomplished from readily accessible starting materials. Enantioselective alkylation of N-(diphenylmethylene)glycine tert-Bu ester by 5-tert-butyldimethylsilyloxy-2,4-dimethoxy-3-methylbenzyl bromide in the prese ...
Sulphur dioxide reacts with 1-oxydienes generating zwitterions which are quenched by enoxysilanes to form substituted silyl alkenylsulfinates. These intermediates are desilylated with Bu4NF and the resulting sulfinates react with MeI giving the correspondi ...
T-BuP(NH2)2 reacts with base-stabilized group 13 tri-hydrides with adduct formation (THF-BH3), with redn. to give t-BuPH2 (Me3N-AlH3) and with elimination of H22 and formation of a metallonitridophosphinate (Me3N-GaH3). In contrast, the reaction with Cp*Ti ...
