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(A) Synthetic route to atrop-tryptorubin A (1b). (B) Synthetic hypothesis to use point chirality to drive an atropospecific synthesis of tryptorubin A. Definitions: SM, Supplementary Materials; HATU, hexafluorophosphate azabenzotriazole tetramethyl uronium; DDQ, 2,3-dichloro-5,6-dicyanobenzoquinone; PyAOP, (7-Azabenzotriazol-1-yloxy) tripyrrolidinophosphonium hexafluorophosphate; nOe, nuclear Overhauser effect; DFT, density functional theory.
