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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Asymmetric Syntheses of Isochroman-4,7-diols Through Intramolecular Cyclization of Tethered Lactaldehydes.

Robin G. F. Giles, Ivan R. Green, Yolanta Gruchlik and Francois J. Oosthuizen

Australian Journal of Chemistry 53(4) 341 - 347
Published: 2000

Abstract

Ready cyclization through silica gel chromatography of the asymmetric phenolic lactaldehyde (14) afforded the diastereomeric pair of isochroman-4,7-diols (21) and (23) in good yield, while (17), the benzylic epimer of (14), similarly yielded the isochroman-4,7-diol (25) as a single diastereomer.

Keywords: Asymmetric synthesis; isochromandiols; lactaldehyde cyclization.

https://doi.org/10.1071/CH00020

© CSIRO 2000

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