Abstract

The enantioselective synthesis of the title compound, using Meyers' bicyclic lactam methodology, is described. This compound and a few of its derivatives are useful intermediates in natural product synthesis.

Highlights

  • In the context of the development of structural analogs of calcitriol, the hormonally active metabolite of vitamin D3 [1], we required the cis-fused perhydrindanone 7 (Scheme 1) [2]

  • First Meyers' methodology for the enantioselective synthesis of hydrindenones is applied in the preparation of 5 [3]

  • IR spectra were recorded on a Perkin–Elmer series 1600 FT-IR spectrometer. 1H-NMR and 13C-NMR spectra were recorded on a Bruker AM-500 spectrometer

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Summary

Introduction

In the context of the development of structural analogs of calcitriol, the hormonally active metabolite of vitamin D3 [1], we required the cis-fused perhydrindanone 7 (Scheme 1) [2].

Results
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