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Total synthesis of (S)-(+)-tylophorine via enantioselective intramolecular alkene carboamination.

ABSTRACT: The enantioselective synthesis of (S)-(+)-tylophorine, a potent cancer cell growth inhibitor, has been accomplished in eight steps from commercially available 3,4-dimethoxybenzyl alcohol. A copper (II)-catalyzed enantioselective intramolecular alkene carboamination was employed as the key step to construct the chiral indolizidine ring.

SUBMITTER: Zeng W

PROVIDER: S-EPMC2638068 | biostudies-literature | 2008 Aug

REPOSITORIES: biostudies-literature

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Total synthesis of (S)-(+)-tylophorine via enantioselective intramolecular alkene carboamination.

Zeng Wei W Chemler Sherry R SR

The Journal of organic chemistry 20080628 15

The enantioselective synthesis of (S)-(+)-tylophorine, a potent cancer cell growth inhibitor, has been accomplished in eight steps from commercially available 3,4-dimethoxybenzyl alcohol. A copper (II)-catalyzed enantioselective intramolecular alkene carboamination was employed as the key step to construct the chiral indolizidine ring. ...[more]

PMID: 18588345

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