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Updated: Apr 9, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Synthesis of 1'-Homologated-3'-Modified Adenosine Derivatives through Asymmetric Intramolecular SN2' Alkylation Using
Wahyu Prasetyo1, Yen Nguyen1, Linh Pham1
1College of Pharmacy and Research Institute of Drug Development, Chonnam National University, Gwangju 61186, Korea.
Abstract:
1'-Homologated-3'-modified adenosine derivatives were designed and synthesized as peroxisome proliferator-activated receptor γ (PPARγ) modulators. The stereoselective synthesis of cis-tetrahydrofuran was achieved through an Evans oxazolidinone-based methodology, generating two stereogenic centers via an asymmetric intramolecular SN2' alkylation. Density functional theory calculations confirmed the reason behind the cis-selectivity, highlighting the role of noncovalent interactions between the oxazolidinone and allylic functionality that stabilize the key transition state structure leading to the major product.
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