Issue 6, 1992
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

High diastereoselection in the aldol reaction of the bistrimethylsilyl enol ether of methyl acetoacetate with 2-benzyloxyhexanal: synthesis of (–)-pestalotin

Hisahiro Hagiwara,   Katsuhiko Kimura  and  Hisashi Uda  

Abstract

Aldol condensation of the bistrimethylsilyl enol ether of methyl acetoacetate, compound 2, with 2-benzyloxyhexanal 3c affords highly selectively (99:1) the syn-aldol adduct 4c in the presence of titanium tetrachloride. The stereocontrolled synthesis of (–)-pestalotin 7 has been achieved.

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Article information

DOI
https://doi.org/10.1039/P19920000693
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 693-700

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High diastereoselection in the aldol reaction of the bistrimethylsilyl enol ether of methyl acetoacetate with 2-benzyloxyhexanal: synthesis of (–)-pestalotin

H. Hagiwara, K. Kimura and H. Uda, J. Chem. Soc., Perkin Trans. 1, 1992, 693 DOI: 10.1039/P19920000693

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