2-Alkylpyrrolidines were used as building blocks for acyclic diaminocarbenes (ADCs). First, ureas were made from the corresponding amines, and then the ureas were converted to chloroamidiniums. The chloroamidiniums served as direct precursors to ADCs, and palladium complexes were made utilizing oxidative addition, whereas lithium−halogen exchange was performed to generate rhodium complexes. The carbene ligands were characterized through use of NMR, mass spectrometry, and X-ray analysis, and from X-ray structures, steric parameters were calculated as % V
Bur values. The ability of these ligands to direct stereochemistry and enhance activity was explored in the Suzuki cross-coupling reaction and the 1,2 addition of arylboronic acids to aldehydes.
A novel acyclic diaminocarbene-copper complex appears to be generated from a chloroamidinium salt and Cu(I)-thiophenecarboxylate in the presence of Grignard reagent based on (13)C NMR studies and is a highly efficient catalyst for S(N)2'-allylic alkylation.
Two efficient routes are reported for the synthesis of both enantiomers of trifluoroalaninol in enantiopure form. The first pathway involves a Strecker-type reaction performed from a chiral trifluoromethyloxazolidine (Fox). The second route, which is more direct, involves, as a key step, the reduction of chiral oxazolidines or imines derived from ethyl trifluoropyruvate.
The catalyst activity of bis-acceptor functionalized Co(iii)–salen in hydrolytic kinetic resolution can be fine-tuned by introducing a proper donor compound.
Reactions of organo-metal compounds O 0350In situ Generation of Novel Acyclic Diaminocarbene-Copper Complex. -The title agent is found to be a highly active catalyst for S N 2'-allylic substitutions. -(HIRSCH-WEIL, D.; SNEAD, D. R.; INAGAKI, S.; SEO, H.; ABBOUD, K. A.; HONG*, S.; Chem.
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