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4249553 
Journal Article 
Access to 5(6 -> 7)abeo-Steroids through Benzilic Acid Rearrangement of i-Steroids 
Noack, F; Hartmayer, B; Heretsch, P 
2018 
1 
Synthesis
ISSN: 0039-7881
EISSN: 1437-210X 
Thieme Medical Publishers 
STUTTGART 
50 
4 
809-820 
English 
WOS:000424152700014 
Benzilic acid rearrangement of i-steroid ketones and their subsequent opening gives access to 5(6 -> 7)abeo-steroids. The functional group tolerance is demonstrated by several examples, including substrates with additional olefinic groups. The method opens a potential route to the synthesis of complex natural products such as solanioic acid from abundant steroid starting materials like ergosterol. 
abeo-steroids; benzilic acid rearrangement; i-steroids; natural products; total synthesis 
SYNTHESIS-STUTTGART