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Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes.

ABSTRACT: A catalytic enantioselective addition reaction of alkylzirconium species to aromatic aldehydes is reported. The reaction, facilitated by a chiral nonracemic diol ligand complex with Ti(OiPr)?, proceeds under mild and convenient conditions, and no premade organometallic reagents are required since the alkylzirconium nucleophiles are generated in situ by hydrozirconation of alkenes with the Schwartz reagent. The methodology is compatible with functionalized nucleophiles and a broad range of aromatic aldehydes.

SUBMITTER: Sola R

PROVIDER: S-EPMC6017622 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature

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Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes.

Solà Ricard R Veguillas Marcos M González-Soria María José MJ Carter Nicholas N Fernández-Ibáñez M Angeles MA Maciá Beatriz B

Molecules (Basel, Switzerland) 20180420 4

A catalytic enantioselective addition reaction of alkylzirconium species to aromatic aldehydes is reported. The reaction, facilitated by a chiral nonracemic diol ligand complex with Ti(O<i><sup>i</sup></i>Pr)₄, proceeds under mild and convenient conditions, and no premade organometallic reagents are required since the alkylzirconium nucleophiles are generated in situ by hydrozirconation of alkenes with the Schwartz reagent. The methodology is compatible with functionalized nucleophiles and a bro ...[more]

PMID: 29677123

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