Nucleofugal behavior of a ?-shielded ?-cyanovinyl carbanion.
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ABSTRACT:
SUBMITTER: Knorr R
PROVIDER: S-EPMC6296431 | biostudies-literature | 2018
REPOSITORIES: biostudies-literature
Publications
Nucleofugal behavior of a β-shielded α-cyanovinyl carbanion.
Knorr Rudolf R Schmidt Barbara B
Beilstein journal of organic chemistry 20181211
Sterically well-shielded against unsolicited Michael addition and polymerization reactions, α-metalated α-(1,1,3,3-tetramethylindan-2-ylidene)acetonitriles added reversibly to three small aldehydes and two bulky ketones at room temperature. Experimental conditions were determined for transfer of the nucleofugal title carbanion unit between different carbonyl compounds. These readily occurring retro-additions via C-C(O) bond fission may also be used to generate different metal derivatives of the ...[more]
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