Construction of C5‐Indole Unnatural Amino Acid Motifs via Diastereoselective Pd(II)‐Catalyzed β‐C(sp3)‐H Functionalization DOI
Pooja Patel, Srinivasarao Arulananda Babu, Radha Tomar

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(25)

Опубликована: Май 4, 2024

Abstract We report the construction of C5‐indole unnatural amino acid derivatives via diastereoselective Pd(II)‐catalyzed prochiral β ‐C(sp 3 )‐H arylation racemic (DL), and enantiopure L‐ D‐carboxamides acids with 5‐iodoindoles. Independently, indole‐based compounds motifs are important small molecules in organic synthesis drug discovery research. This aimed to contribute enriching library derivatives. The examples motif‐installed comprising norvaline, phenylalanine, leucine, norleucine, 2‐aminooctanoic having anti‐ stereochemistry was accomplished. motif‐containing non‐ α ‐amino (aminoalkanoic acid) also reported. C−H reactions carboxamides 5‐iodoindoles afforded corresponding indole good diastereoselectivity ( anti , dr >95 : 5 enantiopurity er up 99 1). Removal directing group (8‐aminoquinoline), phthalimide preparation esters free group‐containing were shown. utility methodology shown by synthesizing pyrrolidone peptide molecules. major ) diastereomers ascertained from X‐ray structure a representative compound.

Язык: Английский

Construction of C5‐Indole Unnatural Amino Acid Motifs via Diastereoselective Pd(II)‐Catalyzed β‐C(sp3)‐H Functionalization DOI
Pooja Patel, Srinivasarao Arulananda Babu, Radha Tomar

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(25)

Опубликована: Май 4, 2024

Abstract We report the construction of C5‐indole unnatural amino acid derivatives via diastereoselective Pd(II)‐catalyzed prochiral β ‐C(sp 3 )‐H arylation racemic (DL), and enantiopure L‐ D‐carboxamides acids with 5‐iodoindoles. Independently, indole‐based compounds motifs are important small molecules in organic synthesis drug discovery research. This aimed to contribute enriching library derivatives. The examples motif‐installed comprising norvaline, phenylalanine, leucine, norleucine, 2‐aminooctanoic having anti‐ stereochemistry was accomplished. motif‐containing non‐ α ‐amino (aminoalkanoic acid) also reported. C−H reactions carboxamides 5‐iodoindoles afforded corresponding indole good diastereoselectivity ( anti , dr >95 : 5 enantiopurity er up 99 1). Removal directing group (8‐aminoquinoline), phthalimide preparation esters free group‐containing were shown. utility methodology shown by synthesizing pyrrolidone peptide molecules. major ) diastereomers ascertained from X‐ray structure a representative compound.

Язык: Английский

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