Lithium less substituted

The C-phosphorylation of alkylindoles was realized using the magnesium and lithium derivatives of indole. The ( -substituted compound 3e was obtained from 2-lithio-l-methylindole (le), and the C(3)-substituted compounds 4a,b were obtained by means of the indole Grignard reagent Id [11, 16, 17]. It was shown [17] that 3-indolylphosphonite 4b forms complexes with copper(I) halides. 

For the sake of comparison, the regio- and stereo-selectivity of some nucleophilic openings of vinyl-oxiranes with organometallic reagents derived from copper, lithium, sodium and other metals indicate the control avail le under some conditions. Complete control of diastereoselectivity in the opening of cyclic vinyloxiranes is available, for example by utilizing palladium(0)-catalyzed conditions in the reaction of die sodium salt of dimethyl malonate with cyclic vinyloxiranes.Increased substitution on the vinyl portion of the vinyloxirane leads to isomerization with opening, as in the case of the disub-stituted vinyloxirane (150 equation 49). ... 

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