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Strigol and sorgolactone synthetic studies use of Winterfeldt's template to control the C-2′ configuration

✍ Scribed by Susanne Röhrig; Lothar Hennig; Matthias Findeisen; Peter Welzel; Dietrich Müller

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 179 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)01228-8

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✦ Synopsis

A route comprising (i) a cycloaddition reaction of citraconic anhydride with the Winterfeldt auxiliary, (ii) hydride reduction of the cycloadduct, (iii) a (formal) ether formation, and (iv) a cycloreversion reaction allows efficient stereocontrol at C-2" in the synthesis of strigol and its structural analogues.

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