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Synthesis 2009(5): 853-859
DOI: 10.1055/s-0028-1083368
DOI: 10.1055/s-0028-1083368
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of Homoallylic Alcohols via Lewis Acid Assisted Enantioselective Desymmetrization
Further Information
Received
30 October 2008
Publication Date:
11 February 2009 (online)
Publication History
Publication Date:
11 February 2009 (online)
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Abstract
A highly enantioselective allylic substitution of (Z)-but-2-ene-1,4-diol derivatives was developed using a rhodium(I) catalyst and arylboronic acids as nucleophiles. The reaction yields versatile homoallylic alcohols from readily available linear biscarbonates.
Key words
homoallylic alcohols - rhodium - boronic acids - desymmetrization - asymmetric allylic substitution
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References
P-Phos is stable to air in the solid state; however, it is highly sensitive to oxygen once in solution.