Abstract

A diastereoselective synthesis, using the Yonemitsu-type trimolecular condensation as the key step, has been used for the preparation of 3,4-heterocycle(furanone-, pyrrolidinone- and pyranone-) annulated tetrahydro-β-carbolines. The chirality of d-glyceraldehyde or that of the Garner’s aldehyde ensured a high and predictable diastereocontrol of the additional newly created stereocentres.

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