Process for the 13-deoxygenation of a 3,13-dehydroxy-gibberellin

Details Process for the 13-deoxygenation of a 3,13-dehydroxy-gibberellin Process for the 13-deoxygenation of a 3,13-dehydroxy-gibberellin

1978-11-27

1981-01-06

Jiles, Henry R.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D30700

Patent

active

042435943

ABSTRACT:
13-Hydroxy gibberellins are dehydroxylated by esterifying the 13-hydroxy group with a sulphonic, carboxylic or thiocarboxylic acid or esterifiable derivative thereof and then reducing the 13-ester group with a tri-alkyltin hydride which is a selective reagent so that it is possible to remove a 13-hydroxy group in a gibberellin containing further hydroxy groups and/or lactone bridges. GA.sub.3 can be converted to GA.sub.7 by this process.

REFERENCES:
patent: 4088658 (1978-05-01), Robertson
Murofushi et al., Agri. Bio. Chem., 41 (6), 1075-1079, 1977.
Cross et al., J.C.S. Part III, 1965, No. 652, pp. 3555-3563.
Beeley et al., J.C.S. Perkin Transactions 1, No. 9, 1976, 1022-1028.
Billingham et al., J.C.S. Chem. Comm., 1977, 344-345.
Barton et al., J.C.S. Perkin I, 1975, 1574-1585.
Fieser & Fieser, Reagents for Organic Synthesis, vol. 2, p. 448.

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