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Conformationally restricted amino acids: Diastereoselective substitution at the β-position of L-tryptophan

1992; Elsevier BV; Volume: 33; Issue: 42 Linguagem: Inglês

10.1016/s0040-4039(00)60945-0

1873-3581

Milan Bruncko, David Crich,

Coordination Chemistry and Organometallics

Higher order cuprates add with extreme exo-facial selectivity to the chiral tetrahydropyrroloindole 3, itself prepared in enantiomerically pure form from L-tryptophan: treatment of the adducts with trifluoroacetic acid provides diastereo- and enantiomerically pure β-substituted tryptophan derivatives.