✦ LIBER ✦

ChemInform Abstract: Diastereoselective Synthesis of Methylated α-Methoxy-8-oxabicyclo[3.2.1]oct-6-en-3-ones. Contrathermodynamic Introduction of Methoxy Group by Low Temperature [4 + 3] Cycloaddition.

✍ Scribed by S. Pierau; H. M. R. Hoffmann

Publisher: John Wiley and Sons
Year: 2010
Weight: 33 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199925121

No coin nor oath required. For personal study only.

✦ Synopsis

Diastereoselective Synthesis of Methylated α-Methoxy-8oxabicyclo[3.2.1]oct-6-en-3-ones. Contrathermodynamic Introduction of Methoxy Group by Low Temperature [4 + 3] Cycloaddition. -α,α-Dimethoxysilyl enol ethers (I) and (V) undergo a catalyzed [4 + 3] cycloaddition with furans and cyclopentadiene (II). The preferred formation of the adducts bearing an equatorial methoxy group is surprising. -(PIERAU,

📜 SIMILAR VOLUMES

Chiral Allyl Cations Are Captured by Fur

Chiral Allyl Cations Are Captured by Furan with 100 % Stereoselectivity: Synthesis of Enantiopure 2-Alkoxy-8-oxabicyclo[3.2.1]oct-6-en-3-ones by Low-Temperature [4+3] Cycloaddition

✍ Christian B. W. Stark; Sabine Pierau; Rudolf Wartchow; H. M. R. Hoffmann 📂 Article 📅 2000 🏛 John Wiley and Sons 🌐 English ⚖ 180 KB 👁 2 views

ChemInform Abstract: Chiral Allyl Cation

ChemInform Abstract: Chiral Allyl Cations in Cycloadditions to Furan: Synthesis of 2-(1′-Phenylethoxy)-8-oxabicyclo[3.2.1]oct-6-en-3-one in High Enantiomeric Purity.

✍ C. B. W. STARK; U. EGGERT; H. M. R. HOFFMANN 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB

Chiral Allyl Cations in Cycloadditions to Furan: Synthesis of 2-(1'-Phenylethoxy)-8-oxabicyclo[3.2.1]oct-6-en-3-one in High Enantiomeric Purity. -The new diastereo-and enantioselective route to the title compound (III) uses chiral 1-phenylethanol as both a convenient chiral auxiliary and a protecti

ChemInform Abstract: Asymmetric Synthesi

ChemInform Abstract: Asymmetric Synthesis of α-Methyl-α-amino Acids by Diastereoselective Alkylation of Optically Active 6-Isopropyl-3-methyl- 2,3-dihydro-6H-1,4-oxazin-2-ones.

✍ R. CHINCHILLA; L. R. FALVELLO; N. GALINDO; C. NAJERA 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB 👁 1 views

ChemInform Abstract: Synthesis of Carbas

ChemInform Abstract: Synthesis of Carbasugars from Aldonolactones. Part 3. A Study on the Allylic Substitution of (1R,5R,8R)- and (1R,5R,8S)-8-Hydroxy-2-oxabicyclo[3.3.0]oct-6-en-3-one Derivatives. Preparation of (1S,2R,3R)-9- [2-Hydroxy-3-(2-hydroxyethyl)cyclopent-4-en-1-yl]-9H-adenine.

✍ Steen K. Johansen; Inge Lundt 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 26 KB 👁 2 views