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Formal and total synthesis of (±)-cycloclavine.

ABSTRACT: A ring fragmentation and intramolecular azomethine ylide 1,3-dipolar cycloaddition sequence of reactions was successfully used in the preparation of a known (±)-cycloclavine precursor in good overall yield. Results of efforts to incorporate the tetrasubstituted cyclopropane ring present in cycloclavine are also discussed.

SUBMITTER: Jabre ND 

PROVIDER: S-EPMC3915717 | biostudies-literature | 2014 Jan

REPOSITORIES: biostudies-literature

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Formal and total synthesis of (±)-cycloclavine.

Jabre Nitinkumar D ND   Watanabe Teruki T   Brewer Matthias M  

Tetrahedron letters 20140101 1

A ring fragmentation and intramolecular azomethine ylide 1,3-dipolar cycloaddition sequence of reactions was successfully used in the preparation of a known (±)-cycloclavine precursor in good overall yield. Results of efforts to incorporate the tetrasubstituted cyclopropane ring present in cycloclavine are also discussed. ...[more]

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