✦ LIBER ✦

Synthesis of 3′-Deoxyribolactones using a Hydrolysis-Induced Lactonization Cascade Reaction of Epoxy Cyanohydrins

✍ Scribed by Danielle J. Vugts; Halil Aktas; Kanar Al-Mafraji; Frans J. J. de Kanter; Eelco Ruijter; Marinus B. Groen; Romano V. A. Orru

Publisher: John Wiley and Sons
Year: 2008
Tongue: English
Weight: 142 KB
Volume: 2008
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.200701152

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The synthesis of 3′‐deoxyribolactones was accomplished in a few steps from the commercially available 3‐decyn‐1‐ol in 44 % overall yield. The key transformation comprises a one‐pot four‐reaction hydrolysis‐induced lactonization cascade. The strategy was employed to efficiently access optically active 5′‐chloro‐3′‐deoxyribolactones. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

📜 SIMILAR VOLUMES

Facile and Efficient Synthesis of Lactol

Facile and Efficient Synthesis of Lactols by a Domino Reaction of 2,3-Epoxy Alcohols with a Hypervalent Iodine(III) Reagent and Its Application to the Synthesis of Lactones and the Asymmetric Synthesis of (+)-Tanikolide.

✍ Hiromichi Fujioka; Satoshi Matsuda; Mai Horai; Eri Fujii; Maiko Morishita; Natsu 📂 Article 📅 2007 🏛 John Wiley and Sons ⚖ 32 KB 👁 2 views

Facile and Efficient Synthesis of Lactol

✍ Hiromichi Fujioka; Satoshi Matsuda; Mai Horai; Eri Fujii; Maiko Morishita; Natsu 📂 Article 📅 2007 🏛 John Wiley and Sons 🌐 English ⚖ 274 KB 👁 2 views

## Abstract The domino reaction of 2,3‐epoxy‐1‐alcohol derivatives, namely tetrasubstituted 2,3‐epoxy‐1‐alcohols and 2‐ or 3‐alkyl trisubstituted 2,3‐epoxy‐1‐alcohols, with PhI(OCOCF~3~)~2~ in the presence of H~2~O is described in detail. In this reaction, several types of lactol derivatives can be

ChemInform Abstract: NO3 Radicals in Syn

ChemInform Abstract: NO3 Radicals in Synthesis. Part 2. Diastereoselective Formation of Anellated Tetrahydrofurans Using a Nitrate Radical Induced Oxidative, Self-Terminating Radical Cyclization Cascade.

✍ Uta Wille; Lars Lietzau 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 39 KB 👁 2 views

ChemInform Abstract: NO3 Radicals in Syn

ChemInform Abstract: NO3 Radicals in Synthesis. Part 4. Nitrate Radical Induced Oxidative, Self-Terminating Radical Cyclization Cascades: Improvement of Yield Using a Photochemical Radical Source.

✍ Lars Lietzau; Uta Wille 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 1 views

Efficient Synthesis of 3-Substituted 2,3

Efficient Synthesis of 3-Substituted 2,3-Dihydroquinolin-4-ones Using a One-Pot Sequential Multi-Catalytic Process: Pd-Catalyzed Allylic Amination—Thiazolium Salt-Catalyzed Stetter Reaction Cascade.

✍ Tetsuhiro Nemoto; Tomoaki Fukuda; Yasumasa Hamada 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 31 KB 👁 2 views

Stereocontrolled Synthesis of (.+-.)-Met

Stereocontrolled Synthesis of (.+-.)-Methyl 3,6-Epoxy-4,6,8-triethyl-2,4,9-dodecatrienoate, a Major Metabolite of Caribbean Sponge, Plakortis halichondrioides, Using Reactions of Alkylidenecarbenes in One Pot.

✍ Megumi Akiyama; Yuichi Isoda; Masato Nishimoto; Aki Kobayashi; Daisuke Togawa; N 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 10 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 the actual ChemInform Abstract, please click on HTML or PDF.