Journal of Organic Chemistry p. 863 - 869 (1988)
Update date:2022-08-02
Topics:
Kozikowski, Alan P.
Okita, Makoto
Kobayashi, Motomasa
Floss, Heinz G.
The total synthesis of the diastereoisomeric amino acids 2 and their N-trideuteriomethyl analogues has been carried out.These compounds represent possible intermediates along the biosynthetic pathway from 4-(γ,γ-dimethylallyl)tryptophan (1) to the ergot alkaloids (e.g., 3a).The synthetic scheme features the preparation of an (indolylvinyl)metalic reagent from 4-ethynylindole via a hydrostannylation/metal-metal exchange sequence, as well as the preparation of dimethyl
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