✦ LIBER ✦

Asymmetric reduction of β-ketoesters and chiral β-iminoesters: Impact of a α-quaternary stereocenter

✍ Scribed by Hadia Almahli; Frédéric Hendra; Claire Troufflard; Christian Cavé; Delphine Joseph; Sandrine Delarue-Cochin

Publisher: John Wiley and Sons
Year: 2010
Tongue: English
Weight: 195 KB
Volume: 23
Category: Article
ISSN: 0899-0042
DOI: 10.1002/chir.20909

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Diastereomeric reduction of nonactivated, hindered β‐keto and chiral β‐iminoesters are described. The influence of a α‐stereocontrolled center on the efficiency and stereoselectivity of the reduction was studied. Reaction conditions were optimized to synthesize β‐hydroxy‐ and β‐aminoesters in good yields. In the case of chiral β‐iminoesters, influence of matched/mismatched diastereomeric pairs has been assessed. Chirality, 2011. © 2010 Wiley‐Liss, Inc.

📜 SIMILAR VOLUMES

ChemInform Abstract: Construction of a C

ChemInform Abstract: Construction of a Chiral Quaternary Carbon Center by Indium-Catalyzed Asymmetric α-Alkenylation of β-Ketoesters.

✍ Taisuke Fujimoto; Kohei Endo; Hayato Tsuji; Masaharu Nakamura; Eiichi Nakamura 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 56 KB 👁 1 views

ChemInform Abstract: Organocatalytic Asy

ChemInform Abstract: Organocatalytic Asymmetric Synthesis of Chiral Fluorinated Quaternary Carbon Containing β-Ketoesters.

✍ Hao Li; Shilei Zhang; Chenguang Yu; Xixi Song; Wei Wang 📂 Article 📅 2009 🏛 John Wiley and Sons ⚖ 26 KB 👁 1 views

Asymmetric Construction of Quaternary St

Asymmetric Construction of Quaternary Stereocenters by Direct Organocatalytic Amination of α-Substituted α-Cyanoacetates and β-Dicarbonyl Compounds.

✍ Steen Saaby; Marco Bella; Karl Anker Joergensen 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 31 KB 👁 1 views

Stereoselective Reduction of β-Hydroxy α

Stereoselective Reduction of β-Hydroxy α-Ketoesters: A Concise Synthesis of anti-α,β-Dihydroxy Esters.

✍ Mingyi Liao; Wengang Yao; Jianbo Wang 📂 Article 📅 2005 🏛 John Wiley and Sons ⚖ 19 KB 👁 1 views

ChemInform Abstract: Organocatalytic Syn

ChemInform Abstract: Organocatalytic Synthesis of Quaternary Stereocenter Bearing a Fluorine Atom: Enantioselective Conjugate Addition of α-Fluoro-β-ketoesters to Nitroalkenes.

✍ Yeonock Oh; Sun Mi Kim; Dae Young Kim 📂 Article 📅 2009 🏛 John Wiley and Sons ⚖ 42 KB 👁 1 views

ChemInform Abstract: Michael Reaction of

ChemInform Abstract: Michael Reaction of Acyclic β-Enaminoesters Derived from α-Alkyl-β-Ketoesters and Chiral α-Methylbenzylamine: Stereoselective Generation of Quaternary Carbon Centers.

✍ Soumen Maiti; Nanda Ghoshal; Ranjan Mukhopadhyay; Basudeb Achari; Asish Kr. Bane 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 37 KB