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Synthesis 2019; 51(10): 2039-2057
DOI: 10.1055/s-0037-1611576
DOI: 10.1055/s-0037-1611576
review
Contemporary Synthetic Strategies towards Secosteroids, abeo-Steroids, and Related Triterpenes
Funding by Deutsche Forschungsgemeinschaft (DFG) is gratefully acknowledged (grants HE 7133/5-1 and HE 7133/7-1).Further Information
Publication History
Received: 12 February 2019
Accepted after revision: 01 March 2019
Publication Date:
16 April 2019 (online)
Abstract
Steroids have long been sought after as synthetic targets. Their rearranged counterparts, though, have only recently received more attention, when isolation and biological testing programs revealed several molecular entities that were both structurally intriguing as well as biologically relevant. This review will highlight contemporary synthetic approaches towards the growing class of seco- and abeo-steroids and some related triterpenoid natural products.
1 Introduction
2 Cyclocitrinol
2.1 Li’s Synthesis of Cyclocitrinol
2.2 Gui’s Synthesis of Cyclocitrinol
3 Strophasterol
3.1 Heretsch’s Synthesis of Strophasterol A
3.2 Kuwahara’s Synthesis of Strophasterols A and B
4 Pleurocin A/Matsutakone and Pleurocin B
4.1 Heretsch’s Synthesis of Pleurocin A/Matsutakone and Pleurocin B
5 Aplysiasecosterol A
5.1 Li’s Synthesis of Aplysiasecosterol A
6 Glaucogenins C and D
6.1 Tian’s Syntheses of 5,6-Dihydro-glaucogenin C and Glaucogenin D
7 Physalin B
7.1 Sodeoka’s Synthesis of the DFGH Ring System of Physalin B
8 Limonin
8.1 Hirama’s Synthesis of (±)-Limonin
9 Schiglautone A
9.1 Ding’s Synthesis of (±)-atrop-Schiglautone A
10 Conclusion
-
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