α',α'-DISILYLATED TERTIARY BENZAMIDES AS DUAL ORTHO- AND α'-CARBANION SYNTHONS. AMIDE PETERSON OLEFINATION ROUTES TO N-BENZOYL ENAMINES, ISOQUINOLINES, AND DIBENZAZOCINES

DOI: 10.1016/S0040-4039(01)93485-9

Source and publish data:

Tetrahedron Letters p. 5841 - 5844 (1989)

Update date:2022-08-04

Topics:

Authors:

Cuevas, J.-C.

Patil, P.

Snieckus, V.

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Article abstract of DOI:10.1016/S0040-4039(01)93485-9

α',α'-Disilylated benzamides 2, prepared by LiTMP/TMSCl in situ trap procedure, constitute ortho- and α'-carbanion synthons which provide N-benzoyl enamines (5), isoquinolines (6), dibenzoazocines (9) by Peterson olefination, and pyrroles (11) by cycloaddition.The conversion of 2 into other useful functionality is described.

Full text of DOI:10.1016/S0040-4039(01)93485-9

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