Beilstein J. Org. Chem.2020,16, 880–887, doi:10.3762/bjoc.16.79
microwave irradiations. Taking advantage of the propargyl alcohol moiety present on commercially available steroids, this classical strategy was applied to mestranol and lynestrenol, giving a collection of new complex 17-spirosteroids.
Keywords: diversity-oriented strategy; 17-ethynyl-17-hydroxysteroids
; ring-closing enyne metathesis; spirosteroids; steroids; Introduction
Diversity-oriented synthesis (DOS) is a powerful approach to access collections of structurally diverse compounds in a few synthetic steps [1][2][3][4][5][6][7]. It can be more relevant when the chemical diversity is centred on
their characteristic 3D geometry [68]. In particular, with 17-spirosteroids [69][70][71][72][73][74][75][76], the three dimensional complexity of the steroid CD-ring system is expected to be substantially affected.
Results and Discussion
The first goal of this work aimed at synthesizing spirocyclic
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Graphical Abstract
Scheme 1:
Two diversity-oriented strategies: (a) Diversity installed during the construction of the skeleton;...