Stereoselective Protonation of Boron Enolates

Stereoselective Protonation of Boron Enolates

Due to the different coordinations of acetic acid and trifluoroacetic acid to the boron atom of the enolate 1, two reaction mechanisms result for the protonation of 1. The protonation with acetic acid leads to an enrichment of the (R) isomer (R)‐2. while with trifluoroacetic acid (S)‐2 is favored. R...

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Veröffentlicht in:Angewandte Chemie (International ed.) 1993-03, Vol.32 (3), p.398-399
Hauptverfasser: Haubenreich, Thomas, Hünig, Siegfried, Schulz, Hans-Joachim
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Sprache:eng
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Chemical reactivity
Chemistry
Exact sciences and technology
Organic chemistry
Reactivity and mechanisms
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container_title Angewandte Chemie (International ed.)
container_volume 32
creator Haubenreich, Thomas
Hünig, Siegfried
Schulz, Hans-Joachim
description Due to the different coordinations of acetic acid and trifluoroacetic acid to the boron atom of the enolate 1, two reaction mechanisms result for the protonation of 1. The protonation with acetic acid leads to an enrichment of the (R) isomer (R)‐2. while with trifluoroacetic acid (S)‐2 is favored. R* = isopinocampheyl.
doi_str_mv 10.1002/anie.199303981
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source Wiley Online Library Journals Frontfile Complete
subjects Chemical reactivity
Chemistry
Exact sciences and technology
Organic chemistry
Reactivity and mechanisms
title Stereoselective Protonation of Boron Enolates
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