A convenient and highly stereoselective synthesis of 4α-deuterio and -Tritio steroids catalyzed by Pd
1991; Elsevier BV; Volume: 32; Issue: 43 Linguagem: Inglês
10.1016/0040-4039(91)80758-x
ISSN1873-3581
Autores Tópico(s)Chemical Reactions and Isotopes
ResumoA simple and highly stereoselective synthesis of [4α-2H]- and [4α-3H]-Δ5-3β-hydroxysteroids is presented. Palladium(0)-mediated borodeuteride reduction of readily-available cholest-5-en-3β,4β-diol cyclic carbonate provides [4α-2H]- Δ5-and Δ4-cholesterol in a 12:1 ratio. Reduction of [4α-3H]-cholest-5-ene-3β,4β-diol cyclic carbonate with NaB1 H4 and Pd(0) resulted in [4β-3H]-cholesterol.
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