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Catalytic asymmetric induction. Highly enantioselective addition of dialkylzincs to aldehydes

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This article is published in Journal of the American Chemical Society.The article was published on 1986-09-01. It has received 479 citations till now. The article focuses on the topics: Addition reaction & Enantioselective synthesis.

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Catalytic enantioselective synthesis of secondary alcohols using C2-symmetric diamino diol ligands

TL;DR: In this paper, a new class of diamino diols was evaluated as catalytic ligands in the enantioselective borane reduction of aromatic ketones and enanti-selective ethylation of arylaldehydes with diethylzinc.
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Oxazaborolidine-Catalyzed Enantioselective Reduction of α-Methylene Ketones to Allylic Alcohols

TL;DR: Oxazaborolidine-catalyzed enantioselective reduction of alpha-methylene ketones was efficiently carried out by using borane-diethylaniline as a stoichiometric reducing agent and the combination of this method and subsequent hydrogenation of thus-formed allylic alcohol improved stereoselectivity in the reduction of 24-oxocholesteryl ester to 24-(R)-hydroxycholesteryl Ester.
Journal ArticleDOI

Palladium-catalyzed cross-coupling of bromobenzenes, containing an acetyl or a formyl group, with organozinc reagents

TL;DR: In this article, the reaction of organozinc halides RZnX (R = Bu, Ph; X = Cl, Br) with m - and p -bromoacetophenones in the presence of PdCl 2 (PPh 3 ) 2 in THF/HMPA (THF = tetrahydrofuran; HMPA = N,N,N′, N′,N″, N″ -hexamethylphosphoric triamide) takes place chemoselectively to give the corresponding m- and p-R-
Journal ArticleDOI

Catalytic asymmetric aldol-type reaction of zinc enolate equivalent of amides.

TL;DR: Treatment of phenyl isocyanate with bis(iodozincio)methane gave a zinciomethylenated product, which acts as an amide-enoate equivalent, which gave the corresponding adduct in good yield in the presence of an aminoalcohol.
Journal ArticleDOI

Mechanistic studies on the hydrolysis of a dimeric alkylzinc bis(2-pyridylmethyl)amide

TL;DR: In this article, it was shown that the facile formation of a three-centered Zn[μ-(HO⋯H ⋯NHR)]Zn functionality is a crucial step in the general mechanism of catalyzed by binuclear zinc compounds.
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