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Total syntheses of jaspamide (jasplakinolide) and geodiamolide A and B - 1. Stereoselective synthesis of (2S,4E,6R,8S)-8-hydroxy-2,4,6-trimethyl-4-nonenoicic acid1

✍ Scribed by Ulrich Schmidt; Wolfgang Siegel; Klaus Mundinger

Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 124 KB
Volume: 29
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)80273-7

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✦ Synopsis

The chiral aldehyde 7 was prepared by diastereoselective alkylation, subsequent 1,2addition of isopropenylmagnesium bromide gave rise to a mixture (68:32) of the allylic alcohols 8 and 10 which was separated by recycling MPLC. Claisen rearrangement of the propionates of

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