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Insect growth regulators. XXI. Synthesis of Juvenoids with the 5,5-dimethylcyclohex-3-en-1-yl system (1988)

Wawrzeńczyk, C. ; Lochyński, S.

New York, NY : Wiley-Blackwell

Journal für Praktische Chemie/Chemiker-Zeitung 330 (1988), S. 261-270

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ISSN: 0021-8383

Keywords: Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: A new group of juvenoids with the 5,5-dimethylcyclohex-3-ene system was obtained by a multi-step synthesis starting from (+)-3-carene (1). Esters 15, 16 and 18 were synthesized by the Wadsworth-Emmons reaction of ketone 14 or aldehyde 17 with appropriate phosphonates. Esters 19 and 20 were obtained by the Claisen rearrangement of allylic alcohol 21 with trimethyl or triethyl orthoacetate. Juvenoids obtained were active against Dysdercus cingulatus and were inactive against Tenebrio molitor.

Additional Material: 3 Ill.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/prac.19883300213

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