Sulfoximine--Titanium Reagents in Enantioselective Trimethylsilylcyanations of Aldehydes.
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Enantioselective Addition of Grignard Reagents to Aldehydes
The addition of Grignard reagents to aldehydes in the presence of chiral aminoalcohols shows a moderate enantioselectivity. The study carried out with a series of ligands allows the correlation between the structural characteristics and their reactivity. Introduction The use of chiral aminoalcohol to lead asymmetrically nucleophilic additions of organometallics to carbonyl compounds is a field ...
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Bis(oxazolinyl)phenylrhodium(III) aqua complexes, (Phebox)RhX₂(H₂O) [X = Cl, Br], were found to be efficient Lewis acid catalysts for the enantioselective addition of allyl- and methallyltributyltin reagents to amino aldehydes. The reactions proceed smoothly in the presence of 5-10 mol % of (Phebox)RhX₂(H₂O) complex at ambient temperature to give the corresponding amino alcohols with modest to ...
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We report our results concerning the first squaramide-catalysed hydrophosphonylation of aldehydes. In all cases, the reactions proceeded smoothly and cleanly under mild reaction conditions rendering final α-hydroxy phosphonates in very good yields and high enantioselectivities. It is one of the few organocatalytic examples of this reaction using aldehydes. It is the first time that diphenylphos...
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Aldehydes undergo smooth conversion to give homoallylic alcohols with allyltrimethylsilane employing 10 mol% of titanium tetrafluoride as a Lewis acid in the presence of 10 mol% of L-prolinol in CH3CN/CH2Cl2 (8:2) for 2 h at room temperature. The presence of functionalities such as chloro, nitro and bromo is well tolerated in the presence of catalyst. The reaction proved to be of general nature...
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The enantioselective alkylation of aldehydes catalysed by nickel(ii)-complexes derived from α-amino amides was studied by means of density functional theory (DFT) and ONIOM (B3LYP:UFF) calculations. A mechanism was proposed in order to investigate the origin of enantioselectivity. The chirality-determining step for the alkylation was the formation of the intermediate complexes with the involvem...
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ژورنال
عنوان ژورنال: Acta Chemica Scandinavica
سال: 1996
ISSN: 0904-213X
DOI: 10.3891/acta.chem.scand.50-0305