Process for precursors to calcitriol and related compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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549 53, 552541, 552544, 552546, 552653, C07D33350, C07J 7500, C07J 900, C07J 7100

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051823934

ABSTRACT:
The process of the invention comprises reacting a C-22-halo-23,24-bisnorsteroid or C-22-halo-23,24-bisnor-9,10-secosteroid with a nickel complex of an electron withdrawing alkene of the formula ##STR1## wherein R.sub.1 is hydrogen, hydroxycarbonyl, lower alkoxycarbonyl, lower alkylcarbonyl or unsubstituted or substituted lower alkyl, and R.sub.2 is hydroxyl, lower alkoxy, or unsubstituted or substituted lower alkyl,
to yield a C-25 or C-26 precursor of the formula ##STR2## which is appropriately functionalized for conversion into the corresponding steroid or secosteroid by treatment as hereinafter described.

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Andrews et al., J. Org. Chem. 51:1635 (1986).
Calverley, Tetrahedron, 43:4609 (1987).
Yamada et al., J. Org. Chem 48:3483 (1983).

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