Unknown

Dataset Information

0

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

Json Xml
altmetric image

Publications

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]

Similar Datasets

Unknown Diastereoselective Synthesis of β-Lactams by Ligand-Controlled Stereodivergent Intramolecular Tsuji-Trost Allylation.
| S-EPMC7418107 | biostudies-literature
Unknown Stereoselective Synthesis of Fused Vinylcyclopropanes by Intramolecular Tsuji-Trost Cascade Cyclization.
| S-EPMC6218879 | biostudies-literature
Unknown Bidirectional Synthesis of the IJK Fragment of Ciguatoxin CTX3C by Sequential Double Ring-Closing Metathesis and Tsuji-Trost Allylation.
| S-EPMC7304930 | biostudies-literature
Unknown Asymmetric synthesis of aminochromanes via intramolecular indium-mediated allylation of chiral hydrazones.
| S-EPMC6280656 | biostudies-literature
Unknown Regioselective Single-Electron Tsuji-Trost Reaction of Allylic Alcohols: A Photoredox/Nickel Dual Catalytic Approach.
| S-EPMC7091330 | biostudies-literature
Unknown Modular synthesis of the pyrimidine core of the manzacidins by divergent Tsuji-Trost coupling.
| S-EPMC4902044 | biostudies-literature
Unknown Direct Synthesis of Allyl Amines with 2-Nitrosulfonamide Derivatives via the Tsuji-Trost Reaction.
| S-EPMC8634766 | biostudies-literature
Unknown Highly concentrated catalytic asymmetric allylation of ketones.
| S-EPMC2526120 | biostudies-literature
Unknown Tsuji-Trost Cyclization of Disulfonamides: Synthesis of 12-Membered, 11-Membered, and Pyridine-Fused Macrocyclic Triamines.
| S-EPMC6356871 | biostudies-literature
Unknown Concise stereocontrolled formal synthesis of (+/-)-quinine and total synthesis of (+/-)-7- hydroxyquinine via merged Morita-Baylis-Hillman-Tsuji-Trost cyclization.
| S-EPMC2891146 | biostudies-literature