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Journal article

A new stereoselective synthesis of (Z)-9-tricosene, the sex attractant of the common housefly

Muscalure (9/tricosene) was prepd. very readily by an instant-ylid reaction of nonanal with Ph3P:CH(CH2)12Me or of (Z)-Me(CH2)7CH:CHCH2OAc with BrMg(CH2)11Me. (Z)-9-Tricosene was formed in a highly selective manner (.apprx.97.5) although it was difficult to assess the Z/E-ratio with accuracy. [on SciFinder (R)]

    Keywords: tricosene cis

    Note:

    CAN 103:6066

    26-2

    Biomolecules and Their Synthetic Analogs

    N.D. Zelinskii Inst. Org. Chem.,Moscow,USSR.

    Journal

    0040-4039

    written in English.

    143-15-7 Role: RCT (Reactant), RACT (Reactant or reagent) (Grignard reaction of, with undecenylacetate); 821-95-4 Role: RCT (Reactant), RACT (Reactant or reagent) (acetoxylation of); 96854-02-3P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reaction of, with dodecylmagnesium bromide); 96854-01-2; 96854-03-4 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with nonanal); 124-19-6; 27519-02-4 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with triphenylphosphoniotetradecylide)

    Reference

    Record created on 2006-03-03, modified on 2016-08-08

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