Lead phenyliododiacetate with trimethylsilyl azide

Trimethylsilyl azide, (TMSN3) reacts with carbon-carbon double bonds to form a compound which can be cleaved by lead tetraacetate (or phenyliododiacetate) to yield a carbonyl and a nitrile, as in equation (37).The reagent has been tqrplied extensively to the cleavage of unsaturated steroids, as illustrated in equation (38). 

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