✦ LIBER ✦

ChemInform Abstract: Enantiomeric Synthesis of 3′-Fluoro-Apionucleosides Using Claisen Rearrangement.

✍ Scribed by J. H. HONG; K. LEE; Y. CHOI; C. K. CHU

Publisher: John Wiley and Sons
Year: 2010
Weight: 36 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199832274

No coin nor oath required. For personal study only.

✦ Synopsis

Enantiomeric Synthesis of 3'-Fluoro-Apionucleosides Using Claisen Rearrangement.

-Starting from the triol (I), readily available from 1,2-O-isopropylidene-D-glyceraldehyde, an enantiomeric synthesis of 3'-fluoroapionucleosides such as (X) and (XI) is accomplished. The route to the key-intermediate (VIII) involves a conversion of the selectively protected triol (III) to the γ,δ-unsaturated tertiary fluoro ethyl ester (V) via Claisen rearrangement of an intermediate ketene acetal. The latter reaction is found to proceed with high enantioselectivity. -(HONG,

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of Novel

ChemInform Abstract: Synthesis of Novel 3′-C-Methyl-apionucleosides: An Asymmetric Construction of a Quaternary Carbon by Claisen Rearrangement.

✍ Joon H. Hong; Mu-Yun Gao; Yongseok Choi; Yung-Chi Cheng; Raymond F. Schinazi; Ch 📂 Article 📅 2000 🏛 John Wiley and Sons ⚖ 35 KB 👁 1 views

ChemInform Abstract: Chemoenzymatic Synt

ChemInform Abstract: Chemoenzymatic Synthesis of Enantiomerically Pure 4-Fluoro-3-nitro and 3-Fluoro-4-nitro Phenylalanine.

✍ C. VERGNE; M. BOIS-CHOUSSY; J. OUAZZANI; R. BEUGELMANS; J. ZHU 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB

ChemInform Abstract: Use of the Ireland—

ChemInform Abstract: Use of the Ireland—Claisen Rearrangement in the Synthesis of 2,3-Disubstituted Succinates.

✍ L. M. PRATT; S. A. BOWLES; S. F. COURTNEY; C. HIDDEN; C. N. LEWIS; F. M. MARTIN; 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 2 views

ChemInform Abstract: Synthesis of Enanti

ChemInform Abstract: Synthesis of Enantiomerically Pure 3-Fluoromethylthreonines from (S)-1- Fluoro-3-tolylsulfinylacetone.

✍ A. ARNONE; D. GESTMANN; S. V. MEILLE; G. RESNATI; G. SIDOTI 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB

ChemInform Abstract: Synthesis of (.+-.)

ChemInform Abstract: Synthesis of (.+-.)-Smenochromene D (Likonide B) Using a Regioselective Claisen Rearrangement.

✍ Marjorie Bruder; Christopher J. Moody 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 35 KB 👁 1 views

ChemInform Abstract: Stereocontrolled To

ChemInform Abstract: Stereocontrolled Total Synthesis of (-)-Gleenol Using Claisen Rearrangement of Sterically Congested Dihydropyran.

✍ Atsuo Nakazaki; Tomohiro Era; Susumu Kobayashi 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 31 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v