Tetrahedron Letters p. 6977 - 6978 (1990)
Update date:2022-08-30
Topics:
Narayana, Chatla
Padmanabhan, Seetharamaiyer
Kabalka, George W.
The boron triiodide-N,N-diethylaniline complex, generated in situ from borane:N,N-diethylaniline and iodine cleaves ethers and regenerates carbox-aldehydes from the corresponding geminal diacetate derivatives under mild conditions in good yields. Recently a simple procedure for the preparation of alkyl and alkenyl iodides in good yields using boron triiodide-N,N-diethylaniline complex and acetic acid was reported.1 This prompted us to report our results on the cleavage of ethers and regeneration of aldehydes from geminal diacetates using the boron triiodide-N,N-diethylaniline reagent.
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