Synthesis of the germination stimulants (+/-)-orobanchol and (+/-)-strigol via an allylic rearrangement

(+)-Orobanchol and (+)-strigol are naturally occurring germination stimulants for the seeds of parasitic weeds Striga and Orobanche. This paper describes an efficient synthesis of (+/-)-orobanchol and (+/-)-strigol via allylic rearrangement of lactones (+/-)-12 and (+/-)-14. respectively.

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Bibliographic Details
Published inSynthesis (Stuttgart) no. 13; pp. 1952 - 1955
Main Authors Reizelman, A, Zwanenburg, B
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 2000
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
DISPROOF
natural products
PLANT BIOREGULATORS
lactones
STEREOISOMERS
germination stimulants
OROBANCHOL
strigolactones
(+)-STRIGOL
allylic rearrangement
ALECTROL
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Summary:(+)-Orobanchol and (+)-strigol are naturally occurring germination stimulants for the seeds of parasitic weeds Striga and Orobanche. This paper describes an efficient synthesis of (+/-)-orobanchol and (+/-)-strigol via allylic rearrangement of lactones (+/-)-12 and (+/-)-14. respectively.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-2000-8231