AMINONITRILE AND CYANOHYDRIN ETHERS AS BENZOYL ANION EQUIVALENTS IN CONJUGATE ADDITIONS TO SUBSTITUTED α CYCLENONES : COMPARATIVE SYNTHETIC POTENTIALITIES

Article abstract of DOI:10.1016/S0040-4020(01)88047-9

Lithiated aminonitrile 1a and cyanohydrin ether 2a are good nucleophilic benzoyl equivalents in conjugate addition to α cyclenones. 1a is more sensitive to β substitution of the cyclenone than 2a, as in THF it does not react with 3-methyl substituted cycl