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Catalytic Asymmetric Synthesis of Diketopiperazines by Intramolecular Tsuji-Trost Allylation.

ABSTRACT: We report the intramolecular Tsuji-Trost reaction of Ugi adducts to give spiro-diketopiperazines in high yield and with high enantioselectivity. This approach allows the catalytic asymmetric construction of a broad range of these medicinally important heterocycles under mild conditions, in two steps from cheap, commercially available starting materials.

SUBMITTER: Faltracco M

PROVIDER: S-EPMC6760471 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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Catalytic Asymmetric Synthesis of Diketopiperazines by Intramolecular Tsuji-Trost Allylation.

Faltracco Matteo M Cotogno Silvia S Vande Velde Christophe M L CML Ruijter Eelco E

The Journal of organic chemistry 20190910 18

We report the intramolecular Tsuji-Trost reaction of Ugi adducts to give spiro-diketopiperazines in high yield and with high enantioselectivity. This approach allows the catalytic asymmetric construction of a broad range of these medicinally important heterocycles under mild conditions, in two steps from cheap, commercially available starting materials. ...[more]

PMID: 31446758

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