Feuillastre, S; Raffier, L; Pelotier, B; Piva, O in [Feuillastre, Sophie; Raffier, Ludovic; Pelotier, Beatrice; Piva, Olivier] Univ Claude Bernard Lyon 1, Univ Lyon, Inst Chim & Biochim Mol & Supramol, MIR 5246,Equipe SURCOOF,CNRS,INSA Lyon,CPE Lyon, Bat Raulin,43 Bd 11 Novembre 1918, F-69622 Villeurbanne, France published Formal enantioselective synthesis of nhatrangin A in 2020.0, Cited 50.0. Quality Control of 3-Hydroxybenzaldehyde. The Name is 3-Hydroxybenzaldehyde. Through research, I have a further understanding and discovery of 100-83-4.
A new and straightforward synthesis of the C-1-C-7 core fragment of nhatrangin A was achieved in 14 steps from achiral 3-hydroxybenzaldehyde, without the need of chiral reagents or enzymatic resolution to introduce the chiral centers. The key asymmetric steps include in particular a highly enantioselective organocatalyzed Michael addition on an aryl vinyl ketone, a Sharpless asymmetric epoxidation and a subsequent regioselective ring opening of the resulting chiral epoxide. This work represents the first formal enantioselective synthesis of nhatrangin A.
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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
,Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles