STEREOCHEMISTRY OF REDUCTION OF CYCLIC KETONES BY ALKALI METALS AND BY SODIUM DITHIONITE.

DOI: 10.1016/S0040-4039(00)81962-0

Source and publish data:

Tetrahedron Letters p. 2487 - 2490 (1983)

Update date:2022-08-30

Topics:

Authors:

Castaldi, Graziano

Perdoncin, Giulio

Giordano, Claudio

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Article abstract of DOI:10.1016/S0040-4039(00)81962-0

An opposite stereoselectivity is observed in the reduction of 3α-hydroxy-5β-7-oxo-cholanic acid by alkali metals and by sodium dithionite, contrary to the results reported with other cyclic or bicyclic ketones.An electron-transfer mechanism followed by coupling of the ketyl radical with SO2(1-)^. is suggested for the reduction by sodium dithionite.

Full text of DOI:10.1016/S0040-4039(00)81962-0

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