Asymmetric Synthesis of the C3-C8Fragment of Leucotrienes and Analogues
- 1 January 1991
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1991 (11) , 979-982
- https://doi.org/10.1055/s-1991-26622
Abstract
An asymmetric synthesis of the C3-C8 fragment of leukotrienes and analogues using the aldol-type condensation of chiral sulfinyl ester is described. Thus, starting from (3S)-3-tert-butyldimethylsiloxy-1-(2-methoxyethoxymethoxy)-5-trimethylsilyl-4-pentyne, the corresponding methyl (2Z,4S)-hexenoate, methyl (4R)-hexanoate, (2Z,4S)- and (2E,4S)-2-hexenal derivatives were prepared. Several molecules prepared during this work were shown to be important intermediates in the synthesis of various natural products.Keywords
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