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A practical method for the synthesis of highly enantioenriched trans-1,2-amino alcohols.

ABSTRACT: A highly enantioselective addition of phenyl carbamate to meso-epoxides has been developed to efficiently generate protected trans-1,2-amino alcohols. This transformation is promoted by an oligomeric (salen)Co-OTf catalyst and has been used to prepare two useful 2-aminocycloalkanol hydrochlorides in enantiopure form on a multigram scale from commercially available starting materials.

SUBMITTER: Birrell JA

PROVIDER: S-EPMC3815482 | biostudies-literature | 2013 Jun

REPOSITORIES: biostudies-literature

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A practical method for the synthesis of highly enantioenriched trans-1,2-amino alcohols.

Birrell James A JA Jacobsen Eric N EN

Organic letters 20130606 12

A highly enantioselective addition of phenyl carbamate to meso-epoxides has been developed to efficiently generate protected trans-1,2-amino alcohols. This transformation is promoted by an oligomeric (salen)Co-OTf catalyst and has been used to prepare two useful 2-aminocycloalkanol hydrochlorides in enantiopure form on a multigram scale from commercially available starting materials. ...[more]

PMID: 23742206

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