The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Patent No.:

US 9469633 B1

PDF
Full Text
Expired
Date of Patent:
Oct. 18, 2016

Filed:

Sep. 28, 2012
Applicant:

Syngenta Participations Ag, Basel, CH;

Inventors:

Tomas Smejkal, Stein, CN;

Helmars Smits, Stein, CH;

Sebastian Volker Wendeborn, Stein, CH;

Guillaume Berthon, Stein, CH;

Jerome Yves Cassayre, Stein, CH;

Myriem El Qacemi, Stein, CH;

Assignee:
Attorney:
Primary Examiner:
Assistant Examiner:
Int. Cl.
CPC ...
C07D 207/408 (2006.01); C07D 207/40 (2006.01); C07D 207/404 (2006.01); C08F 8/32 (2006.01); C07D 207/412 (2006.01); C07D 207/325 (2006.01); C07C 255/41 (2006.01); C07C 253/10 (2006.01); C07C 253/30 (2006.01); C07D 453/04 (2006.01); C07D 409/12 (2006.01); C07D 207/08 (2006.01); C07D 207/267 (2006.01); C07D 207/333 (2006.01); C07D 307/46 (2006.01); C07C 255/40 (2006.01); C07D 207/12 (2006.01);
U.S. Cl.
CPC ...
C07D 453/04 (2013.01); C07C 253/10 (2013.01); C07C 253/30 (2013.01); C07C 255/40 (2013.01); C07C 255/41 (2013.01); C07D 207/08 (2013.01); C07D 207/12 (2013.01); C07D 207/267 (2013.01); C07D 207/325 (2013.01); C07D 207/333 (2013.01); C07D 207/40 (2013.01); C07D 307/46 (2013.01); C07D 409/12 (2013.01);
Abstract

The present invention relates to processes for the enantio-selective preparation of spyrrolidine derivatives useful in the manufacture of pesticidally active compounds, as well as to intermediates in the processes. The processes include those comprising (a-i) reacting a compound of formula Ia whereinP is alkyl, aryl or heteroaryl, each optionally substituted, wherein the heteroaryl is connected at P via a ring carbon atom;Ris chlorodifluoromethyl or trifluoromethyl;Ris aryl or heteroaryl, each optionally substituted;with a source of cyanide in the presence a chiral catalyst to give a compound of formula IIa wherein P, Rand Rare as defined for the compound of formula Ia; and(a-ii) oxidizing the compound of formula IIa with a peroxy acid, or peroxide in the presence of an acid to give a compound of formula VI wherein Rand Rare as defined for the compound of formula Ia.


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