Total synthesis of (-)-calyciphylline N.

ABSTRACT: The total synthesis of the architecturally complex Daphniphyllum alkaloid (-)-calyciphylline N has been achieved. Highlights of the synthesis include a Et2AlCl-promoted, highly stereoselective, susbtrate-controlled intramolecular Diels-Alder reaction, a transannular enolate alkylation, an effective Stille carbonylation/Nazarov cyclization sequence, and a high-risk diastereoselective hydrogenation of a fully substituted conjugated diene ester.

SUBMITTER: Shvartsbart A 

PROVIDER: S-EPMC3908864 | biostudies-literature | 2014 Jan

REPOSITORIES: biostudies-literature