Organic Letters 2010-03-19

Direct and selective functionalization of a tetrahydro-beta-carboline at position 4.

Claire Rannoux, Fanny Roussi, Pascal Retailleau, Françoise Guéritte

Index: Org. Lett. 12(6) , 1240-3, (2010)

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Abstract

The first example of direct functionalization of a tetrahydro-beta-carboline (THBC) at position 4 is presented. Nucleophiles with various reactivity add to a transient intermediate generated in situ from this THBC. This reaction proceeds with a total control of the two created stereogenic centers.

Related Compounds

  • Tryptoline

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