Claims
- 1. A compound of Formulae III through VI and stereoisomers thereof ##STR17## wherein n is 2, 3 or 4;
- m is 3, 4 or 5;
- R.sup.1 is straight chain C.sub.1 -C.sub.3 alkyl;
- R.sup.2 is H, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkynyl;
- R.sup.3 is R.sup.4 are independently H, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.2 -C.sub.4 alkynyl or C.sub.1 -C.sub.3 alkyl substituted with OCH.sub.3 or OCH.sub.2 CH.sub.3 ;
- R.sup.5 and R.sup.6 are independently H, OCH.sub.3 or C.sub.1 -C.sub.2 alkyl;
- Q is CH.sub.2 W or ##STR18## q and r are independently 0-2; R.sup.7 is H, halogen, C.sub.1 -C.sub.3 alkyl, OR.sup.8, SR.sup.8 or CN;
- R.sup.8 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 haloalkyl;
- Z is CH.sub.2, NR.sup.9, O, S or may be CH and taken to form a double bond with an adjacent carbon;
- R.sup.9 is H or C.sub.1 -C.sub.3 alkyl;
- W is phenyl optionally substituted with 1-3 substituents selected from halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, OH, CN, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 haloalkoxy, C.sub.1 -C.sub.3 alkylthio, C.sub.2 -C.sub.4 alkenyl and C.sub.2 -C.sub.4 alkynyl; or W is 5-, 6- or 7-membered heterocyclic ring containing 0-2 nitrogens, 0-2 oxygens or 0-2 sulfurs, each ring optionally substituted with 1-2 substituents selected from halogen, CH.sub.3 and OCH.sub.3 ;
- provided that
- 1) the sum of q and r i s 0-2;
- 2) if the sum of q and r is 0 then Z is CH.sub.2 ; and
- 3) if W is a heterocycle then the total number of heteroatoms contained within the heterocyclic rings is 3 or less.
- 2. Compounds of claim 1 wherein the formulas are selected from III and V and
- W is phenyl optionally substituted by 1-2 substituents selected from F, Cl, Br, CH.sub.3 and OCH.sub.3 ; or W is tetrahydropyran, tetrahydrofuran, thiophene, isoxazole, pyridine or pyrazine, each ring optionally substituted with 1-2 substituents selected from F, Cl, Br, CH.sub.3 and OCH.sub.3 ;
- Q is CH.sub.2 W or ##STR19## R.sup.5 and R.sup.6 are independently H or C.sub.1 -C.sub.2 alkyl.
- 3. Compounds of claim 2 selected from formulas III and V wherein:
- R.sup.2 is H, C.sub.1 -C.sub.3 alkyl, C.sub.2 -C.sub.3 alkenyl or C.sub.2 -C.sub.3 alkynyl.
- 4. Compounds of claim 3 selected from formula III and V wherein:
- R.sup.3 is H, C.sub.1 -C.sub.3 alkyl, C.sub.3 -C.sub.4 alkenyl or C.sub.3 -C.sub.4 alkynyl;
- R.sup.4 is H, C.sub.1 -C.sub.3 alkyl, C.sub.3 -C.sub.4 alkenyl or C.sub.3 -C.sub.4 alkynyl.
- 5. Compounds of claim 4 selected from formula III and V wherein:
- Q is CH.sub.2 W or Q-1, Q-3, Q-4, Q-6, Q-7, Q-8 or Q-15;
- R.sup.5 and R.sup.6 are independently H;
- W is phenyl optionally substituted with 1-2 substituents selected from F, Cl, Br and CH.sub.3 ; tetrahydrofuran; thiophene optionally substituted with Cl or Br; or pyridine.
- 6. Compounds of claim 5 selected from formula III and V wherein:
- R.sup.1 is CH.sub.3 or CH.sub.2 CH.sub.3 ;
- R.sup.2 is H, CH.sub.3, CH.sub.2 CH.sub.3 or allyl; and
- R.sup.3 and R.sup.4 are H.
- 7. Compounds of claim 6 wherein the Formula is Formula V.
- 8. A compound of claim 1 selected from the group consisting of:
- (2.alpha.,3.beta.,4a.beta.,5.alpha.,7a.beta.)-3-[(2-fluorophenyl)methoxy]-octahydro-2,4a-dimethyl-2,5-methanocyclopenta[b]pyran, (2.alpha.,3.beta.,4a.beta.,5.alpha.,9a.beta.)-3-[(2,6-difluorophenyl)-methoxy]decahydro-2-methyl-2,5-methanocyclohepta-[b]pyran, (2.alpha.,3.beta.,4a.beta.,5.alpha.,7a.beta.)-3-[(2-fluorophenyl)-methoxy]octahydro-2-methyl-2,5-methanocyclopenta-[b]pyran, (2.alpha.,3.beta.,4a.beta.,5.alpha.,9a.beta.)-3-[(2-fluorophenyl)-methoxy]decahydro-2-methyl-2,5-methanocyclohepta-[b]pyran, (2.alpha.,3.beta.,4a.beta.,5.alpha.,7a.beta.)-octahydro-2,4a-dimethyl-3-(phenylmethoxy)-2,5-methanocyclopenta[b]-pyran, (2.alpha.,3.beta.,4a.beta.,5.alpha.,7a.beta.)-3-[(2-chlorophenyl)methoxy]octahydro-2,4a-dimethyl-2,5-methanocyclopenta[b]pyran and
- (2.alpha.,3.beta.,4a.beta.,5.alpha.,7a.beta.)-octahydro-2,4a-dimethyl-3-[(2-methylphenyl)methoxy]-2,5-methanocyclopenta[b]pyran.
- 9. An agriculturally suitable composition for controlling the growth of undesired vegetation comprising an effective amount of the compound of claim 1 and at least one of the following: surfactant, solid diluent or liquid diluent.
- 10. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 1.
Parent Case Info
CROSS-REFERENCE TO RELATED APPLICATION
This application is a 371 of PCT/US92/03879 filed May 15, 1992 which application is a continuation-in-part of co-pending application U.S. Ser. No. 07/702,997 filed May 20, 1991, now abandoned.
PCT Information
Filing Document |
Filing Date |
Country |
Kind |
102e Date |
371c Date |
PCT/US92/03879 |
5/15/1992 |
|
|
11/16/1993 |
11/16/1993 |
Publishing Document |
Publishing Date |
Country |
Kind |
WO92/20684 |
11/26/1992 |
|
|
US Referenced Citations (3)
Number |
Name |
Date |
Kind |
4670041 |
Payne et al. |
Jun 1987 |
|
4782169 |
Soloway et al. |
Nov 1988 |
|
4828603 |
Patel et al. |
May 1989 |
|
Foreign Referenced Citations (2)
Number |
Date |
Country |
0081893 |
Jun 1983 |
EPX |
WO9103464 |
Mar 1991 |
WOX |
Continuation in Parts (1)
|
Number |
Date |
Country |
Parent |
702997 |
May 1991 |
|