Process for the preparation of a bicyclic lactone through a sulf

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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549304, 549305, C07D30777

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active

045543615

ABSTRACT:
A novel process for the preparation of sulfonic acid esters containing a lactonic ring comprising compounds in the trans form in the 4- and 5-positions having (4SR,5RS), (4S,5R) or (4R,5S) configuration of the formula ##STR1## wherein Z is selected from the group consisting of alkyl of 1 to 4 carbon atoms and cycloalkyl and monocyclic aryl optionally substituted with at least one member of the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen and nitro and R is organic residue of an optionally chiral alcohol of the formula ROH and a process using the compounds of formula I to prepare compounds of (1RS, 4RS, 5SR), (1S, 4S, 5R) or (1R, 4R, 5S) configuration of the formula ##STR2## wherein X is selected from the group consisting of hydrogen and R useful for the preparation of insecticidally active esters.

REFERENCES:
patent: 3723469 (1973-03-01), Martel
patent: 3950363 (1976-04-01), Bundy
patent: 4014918 (1977-03-01), Martel
patent: 4221796 (1980-09-01), Wade et al.
Wagner et al., Synthetic Organic Chemistry, John Wiley & Sons, Inc., N.Y., 1953.

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