OCT Analogues Part 2. Acetylene in the Synthesis of Useful Building Blocks for Analogues of OCT Modified at C-20, C-21, and the D-Ring

Carlos Fernández; Ousmane Diouf; Edelmiro Momán; Generosa Gómez; Yagamare Fall

doi:10.1055/s-2005-869895

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Synthesis 2005(10): 1701-1705
DOI: 10.1055/s-2005-869895

SPECIALTOPIC

OCT Analogues Part 2. Acetylene in the Synthesis of Useful Building Blocks for Analogues of OCT Modified at C-20, C-21, and the D-Ring

Carlos Fernández^a, Ousmane Diouf^b, Edelmiro Momán^a,, Generosa Gómez^a, Yagamare Fall*^a
^a Departamento de Química Orgánica, Facultad de Química, Universidad de Vigo, 36200 Vigo, Pontevedra, Spain
Fax: +34(986)812262; e-Mail: yagamare@uvigo.es;
^b Laboratoire de Chimie Inorganique, Departement de Chimie, Faculté des Sciences et Techniques, Université Cheikh Anta Diop, Dakar, Sénégal

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Publication History

Received 15 March 2005
Publication Date:
18 May 2005 (online)

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Abstract

Diols 11 and 12, potential building blocks for the synthesis of 20-epi-OCT, and analogues modified at C-21 and the D-ring, were efficiently synthesized using Pd(II)-catalyzed oxidative rearrangement of propargylic acetate 7.

Key words

synthesis - vitamin D - palladium - alkyne - analogues

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1

New address: E. Momán, Department of Pharmaceutical and Medicinal Chemistry, Royal College of Surgeons in Ireland, 123 St. Stephen’s Green, Dublin 2, Ireland.