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The first In(OTf)3-catalyzed conversion of kinetically formed homoallylic alcohols into the thermodynamically preferred regioisomers: Application to the synthesis of 22α-sterols
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The first In(OTf)3-catalyzed conversion of kinetically formed homoallylic alcohols into the thermodynamically preferred regioisomers: Application to the synthesis of 22α-sterols

Teck-Peng Loh, Kui-Thong TanQi-Ying Hu
Angewandte Chemie - International Edition, 卷.40(15), 頁碼.2921-2922
03/08/2001

摘要

Ene reaction Indium Retro reactions Sigmatropic rearrangement
A retro-ene reaction that generates the parent aldehyde and a sigmatropic rearrangement are involved in the In(OTf) 3 -catalyzed conversion of homoallylic alcohols 1 into the thermodynamically favored regioisomers 2. This method can be used for the stereocontrolled synthesis of linear homoallylic 22α-sterols from their readily accessible branched 22β isomers.

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https://doi.org/10.1002/1521-3773(20010803)40:15<2921::AID-ANIE2921>3.0.CO;2-V檢視
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