Stereoselective 'ene' reaction of allylsilanes with amino aldehydes. An application to the synthesis of potential HIV-1 protease inhibitors

DOI: 10.1021/jo00093a006

Source and publish data:

Journal of Organic Chemistry p. 3762 - 3768 (1994)

Update date:2022-07-30

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Authors:

D'Aniello

Mann Mann

Mattii Mattii

Taddei Taddei

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Article abstract of DOI:10.1021/jo00093a006

2-Substituted 3-(trimethylsilyl)-1-propenes react with N-Doc-α-amino aldehydes in the presence of BF₃·OEt₂ to give homoallylic alcohols, potential intermediates for the synthesis of hydroxyethylene peptide isosteres. The reaction giv

Full text of DOI:10.1021/jo00093a006

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Product name:(4S,5S)-5-((tert-Butoxycarbonyl)amino)-1-chloro-6-phenyl-2-((trimethylsilyl)methyl)-1-hexen-4-ol

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