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New advances in the field of synthesis of natural polyhydroxysteroids

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Chemistry of Natural Compounds Aims and scope

Abstract

This review of the literature and of the authors' own work, devoted to a discussion of new methods for the synthesis of sections of steroid molecules responsible for their biological action, consists of two parts. The first is devoted to methods of constructing polyoxygenated side chains C3-C8 of steroids. In it are discussed the Grignard, Wittig, and Claisen reactions using Me-organic complexes including the C-20, C-21, C-22, C-23, and C-24 compositions, the C-22(23) double bond, the C-22, C-23, and C-24 centers, and the C-24 and C-25 centers, and other methods. In the second part methods of constructing the A/B rings of natural polyhydroxysteroid are discussed: the construction of the 2β,3β-vicinal diol grouping in the 5βH-Δ7-6-keto fragment of the ecdysones, the construction of the 2α,3α-cis-diol grouping in the 7-oxa-6-keto-B-homo rings of the brass inolides, and methods of creating the Δ5-7-oxygen-containing ring B of steroids of the antheridiol group.

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  1. A. V. Kamernitskii
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  2. I. G. Reshetova
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  3. E. I. Chernoburova
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N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 3–28, January–February, 1988.

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Kamernitskii, A.V., Reshetova, I.G. & Chernoburova, E.I. New advances in the field of synthesis of natural polyhydroxysteroids. Chem Nat Compd 24, 1–22 (1988). https://doi.org/10.1007/BF00597565

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