Process for preparing seed germinating stimulants

Details Process for preparing seed germinating stimulants Process for preparing seed germinating stimulants

1985-12-31

1988-02-02

Shippen, Michael L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acids and salts thereof

549 11, 549 15, 549 32, 549525, 549546, 560125, 560126, 560128, C07C 6128

Patent

active

047230380

ABSTRACT:
Processes for preparing compounds which exhibit seed germinating activity are disclosed. An ester of acetoacetic acid is condensed with a ketone to produce a substituted cyclohexenone which is reacted with a thiol to get a dithioketal which is then desulfurized to produce an ester of a substituted cyclohex-2-ene-1-carboxylic acid which exhibits seed germinating activity. The same compound can be produced by a different process which reacts the substituted cyclohexenone with a reducing agent. An exemplary reducing agent would be an organosilane and a Lewis acid.

REFERENCES:
patent: 2794812 (1957-06-01), Phillips
patent: 3887547 (1975-06-01), Sih
patent: 3887625 (1975-06-01), Schulte-Elte
patent: 3890370 (1975-06-01), Buchi
patent: 4259512 (1981-03-01), Dolby
Brooks, J. Org. Chem., 48, pp. 277-278 (1983).
Brooks, D. W., et al., Practical Total Synthesis of (.+-.)-Strigol. Journal of Organic Chemistry, vol. 50, pp. 628-632, Mar. 8, 1985.

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