Lactone ring containing sulfonic acid esters

Details Lactone ring containing sulfonic acid esters Lactone ring containing sulfonic acid esters

1980-07-29

1982-05-25

Fan, Jane T.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549302, C07D30732

Patent

active

043316050

ABSTRACT:
Novel 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 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 for their preparation 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. The compounds of V are useful for the preparation of cyclopropane carboxylic acids whose esters are known to be very active insecticides.

REFERENCES:
Wagner et al., Synthetic Organic Chemistry, John Wiley & Sons, Inc., p. 823.
Ohga et al., Jour. Org. Chem., vol. 39, No. 1, pp. 106-108.

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