ChemInform Abstract: Construction of the Colchicine Framework via Two Consecutive Cyclopropane-Mediated Ring-Expansion Reactions.

M. G. BANWELL,

M. G. BANWELL

Res. Sch. Chem., Inst. Adv. Stud., Aust. Natl. Univ., Canberra, ACT 0200, Australia

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M. BERAK,

M. BERAK

Res. Sch. Chem., Inst. Adv. Stud., Aust. Natl. Univ., Canberra, ACT 0200, Australia

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D. C. R. HOCKLESS,

D. C. R. HOCKLESS

Res. Sch. Chem., Inst. Adv. Stud., Aust. Natl. Univ., Canberra, ACT 0200, Australia

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M. G. BANWELL,

M. G. BANWELL

Res. Sch. Chem., Inst. Adv. Stud., Aust. Natl. Univ., Canberra, ACT 0200, Australia

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M. BERAK,

M. BERAK

Res. Sch. Chem., Inst. Adv. Stud., Aust. Natl. Univ., Canberra, ACT 0200, Australia

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D. C. R. HOCKLESS,

D. C. R. HOCKLESS

Res. Sch. Chem., Inst. Adv. Stud., Aust. Natl. Univ., Canberra, ACT 0200, Australia

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First published: 04 August 2010

https://doi.org/10.1002/chin.199713183

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Abstract

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ChemInform Abstract

Compound (XIII), which represents the colchicine framework is synthesized via the title key steps to the intermediates such as (IV) and (VII). In the first case, the intermediate cyclopropane (III) undergoes an in situ ring expansion.