Access to 5(6→7)abeo-Steroids through Benzilic Acid Rearrangement of i-Steroids

Access to 5(6→7)abeo-Steroids through Benzilic Acid Rearrangement of i-Steroids
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通过 i-类固醇的苯甲酸重排获得 5(6→7)abeo-类固醇

DOI:
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发表时间:
2018
期刊:
Synthesis
影响因子:
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通讯作者:
P. Heretsch
P. Heretsch
中科院分区:
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文献类型:
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作者:
F. Noack;Bence Hartmayer;P. Heretsch

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通过对i-甾体酮的二苯甲酸重排及随后的开环反应,可得到5(6→7)个非甾体。通过几个实例证明了官能团耐受性,包括具有额外烯属基团的底物。该方法开辟了一条潜在的路线,从丰富的类固醇原料,如麦角甾醇,合成复杂的天然产物,如茄酸。
Abstract 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.
DOI: 10.1021/bi200109q
发表时间: 2011-03-29
期刊: Biochemistry
影响因子: 2.9
作者:
Cygan NK;Scheinost JC;Butters TD;Wentworth P Jr
通讯作者: Wentworth P Jr