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Readily Available Highly Active [Ti]-Adamantyl-BINOL Catalysts for the Enantioselective Alkylation of Aldehydes.

ABSTRACT: A series of enantiopure (R)-adamantyl 1,1'-binaphthalene-2,2'-diols were successfully synthesized in a straightforward one-step reaction from commercial products with excellent overall yields. The activity of chiral titanium catalyst derived from (R)-3,6,6'-tri(adamantan-1-yl)-[1,1'-binaphthalene]-2,2'-diol ligand, (R)-(2)-Ti, in the enantioselective asymmetric alkylation of aldehydes is significantly enhanced (up to 98% yield and 99% ee).

SUBMITTER: Navarro R

PROVIDER: S-EPMC6641534 | biostudies-literature | 2018 Jan

REPOSITORIES: biostudies-literature

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Readily Available Highly Active [Ti]-Adamantyl-BINOL Catalysts for the Enantioselective Alkylation of Aldehydes.

Navarro Rodrigo R Monterde Cristina C Iglesias Marta M Sánchez Félix F

ACS omega 20180130 1

A series of enantiopure (R)-adamantyl 1,1'-binaphthalene-2,2'-diols were successfully synthesized in a straightforward one-step reaction from commercial products with excellent overall yields. The activity of chiral titanium catalyst derived from (R)-3,6,6'-tri(adamantan-1-yl)-[1,1'-binaphthalene]-2,2'-diol ligand, (R)-(2)-Ti, in the enantioselective asymmetric alkylation of aldehydes is significantly enhanced (up to 98% yield and 99% ee). ...[more]

PMID: 31457961

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