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Iodine-mediated one-step synthesis of ipomone from gibberellic acid.
- Source :
- Natural Product Research; 2023, Vol. 37 Issue 19, p3237-3244, 8p
- Publication Year :
- 2023
-
Abstract
- A fast and efficient method for synthesising ipomone (4), a bicyclo[3.2.1]octanone containing aromatised derivative, from gibberellic acid (1) has been developed using molecular iodine as a mild and effective mediator under heating conditions in a single step. Evidence was obtained that the reaction simultaneously proceeds through aromatisation and pinacol-pinacolone type 1,2-alkyl shift. Use of excess iodine afforded iodomethyl derivative (5) that could serve as starting material for the synthesis of additional analogs. [ABSTRACT FROM AUTHOR]
- Subjects :
- GIBBERELLIC acid
IODINE
NATURAL products
Subjects
Details
- Language :
- English
- ISSN :
- 14786419
- Volume :
- 37
- Issue :
- 19
- Database :
- Complementary Index
- Journal :
- Natural Product Research
- Publication Type :
- Academic Journal
- Accession number :
- 171898947
- Full Text :
- https://doi.org/10.1080/14786419.2022.2065487