Artigo Acesso aberto Revisado por pares

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

ISSN

1873-3581

Autores

Michael H. Rabinowitz,

Tópico(s)

Chemical Reactions and Isotopes

Resumo

A 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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