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Synthesis of (+-)-(2Z,4E)-trans-1',4'-dihydroxy- gamma -ionylideneacetic acid, a fungal biosynthetic intermediate of abscisic acid


, : Synthesis of (+-)-(2Z,4E)-trans-1',4'-dihydroxy- gamma -ionylideneacetic acid, a fungal biosynthetic intermediate of abscisic acid. Agricultural and Biological Chemistry 52(10): 2683-2684

The first synthesis of (+-)-(2Z,4E)-1',4'-dihydroxy- gamma -ionylideneacetic acid is described.

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Related references

Anonymous, 1988: Synthesis of racemic 2z 4e trans 1 4 dihydroxy gamma ionylideneacetic acid a fungal biosynthetic intermediate of abscisic acid

Yamamoto, H.; Oritani, T.; Yamashita, K., 1988: Synthesis of ((plus or minus))-(2Z,4E)-trans1',4'-dihydroxy-c-ionylideneacetic acid, a fungal biosynthetic intermediate of abscisic acid. Agricultural and Biological Chemistry 52: 83-4

Oritani, T.; Sasaki, K.; Yamashita, K., 1988: Conformation and metabolism of dextro 2z.4e trans 1' 4' dihydroxy gamma ionylideneacetic acid a biosynthetic intermediate of dextro abscisic acid in cercospora cruenta. The stereochemistry of (+)-(2Z,4E)-trans-1',4'-dihydroxy-.gamma.-ionylideneacetic acid, a major metabolite from Cercospora cruenta, a fungus found to produce (+)-abscisic acid, was reexamined as to its 1H-1H-Cosy and Noesy 2D-NMR spectra...

Oritani, T.; Sasaki, K.; Yamashita, K., 1988: Conformation and metabolism of (+)-(2Z,4E)-trans-1',4'-dihydroxy-c-ionylideneacetic acid, a biosynthetic intermediate of (+)-abscisic acid in Cercospora cruenta. Agricultural and Biological Chemistry 52: 2

Yamamoto, H.; Oritani, T.; Yamashita, K., 1990: Syntheses of chiral 4' hydroxy and 1' 4' dihydroxy gamma ionylideneacetic acids fungal biosynthetic intermediates of abscisic acid. Both chiral 4'-hydroxy and 1,4'-dihydroxy-.gamma.-ionylideneacetic acids (3, 4 and 5), biosynthetic intermediates of abscisic acid produced by Cercospora cruenta, were synthesized from a chiral starting material, (R)- or (S)-4-hydroxy-2,...

Oritani, T.; Yamamoto, H.; Yamashita, K., 1990: Synthesis of racemic 4' hydroxy gamma ionylideneacetic acids fungal biosynthetic intermediates of abscisic acid. (.+-.)-cis and (.+-.)-trans-4'-Hydroxy-.gamma.-ionylideneacetic acids (1a and 2a) were synthesized from (.+-.)-cis- and (.+-.)-trans-4'-acetoxy-.gamma.-cyclocitrals (11a and 11b), respectively, which were obtained by [2,3]-sigmatropic re...

Yamamoto, H.; Oritani, T.; Yamashita, K., 1990: Syntheses of chiral 4'-hydroxy and 1',4'-dihydroxy-c-ionylideneacetic acids, fungal biosynthetic intermediates of abscisic acid. Agricultural and Biological Chemistry 54: 23-9

Oritani, T.; Yamamoto, H.; Yamashita, K., 1990: Synthesis of ((plus or minus))-4'-hydroxy-c-ionylideneacetic acids, fungal biosynthetic intermediates of abscisic acid. Agricultural and Biological Chemistry 54: 5-30

Kumamoto, J.S.ith, O.; Asmundson, C.; Ingersoll, R.; Sadri, H., 1970: Cis,trans-alpha-ionylideneacetic acid, a bioactive analog of abscisic acid

Yamamoto, H.; Inomata, M.; Tsuchiya, S.; Nakamura, M.; Oritani, T., 2001: Metabolism of chiral ionylideneacetic acids on the abscisic acid biosynthetic pathway in Cercospora. A Chiralcel OJ column was used to determine the absolute configuration of naturally occurring alpha -ionylideneacetic acid from Cercospora rosicola and gamma -ionylideneacetic acid from C. cruenta as (R) enantiomers in accordance with their biosyn...