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Synthesis 2004(6): 960-966
DOI: 10.1055/s-2004-815997
DOI: 10.1055/s-2004-815997
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart · New York
General Method for the Synthesis of Chiral 2,3-Bisarylmethoxy-1,4-Butanediols from l-(+)-Tartrate
Further Information
Received
28 November 2004
Publication Date:
04 March 2004 (online)
Publication History
Publication Date:
04 March 2004 (online)
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Abstract
Various (2S,3S)-2,3-bisarylmethoxy-1,4-butanediols 3a-h were synthesized from l-(+)-tartrate through bisallylether 12. Protection of the primary alcohol as an allyl ether was essential for selective deprotection in the presence of reactive arylmethyl ethers.
Key words
tartaric acid - allyl ether - catalyst - palladium - deprotection
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Unpublished result
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References
We assume hydroboration would proceed exclusively because no olefinic signals were observed in the 1H NMR spectra of crude products.