✦ LIBER ✦

First enantioselective synthesis of (+)-(3R,3aS,6aS)-3-hydroxy-3,3a,4,6a-tetrahydrocyclopenta[b]furan-2-one — a versatile chiral heterocyclic building block

✍ Scribed by Steffen Kudis; Günter Helmchen

Book ID: 104208703
Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 377 KB
Volume: 54
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(98)00497-9

No coin nor oath required. For personal study only.

✦ Synopsis

Asymmetric Pd-catalyzed allylic alkylations of 2-acetoxymalonates with 2-cyclopentenyl chloride are described. With the cymantrene based phosphinooxazoline 2 as chiral ligand enantiomeric excess of> 99 % and > 90 % yield were obtained. Alkylation products were transformed in three steps to ( + )- (3 R,3aS, 6aS)-3-hydroxy-3,3a, 4, 6a-tetrahydrocyclopenta [b]furan-2-one (l a

📜 SIMILAR VOLUMES

ChemInform Abstract: First Enantioselect

ChemInform Abstract: First Enantioselective Synthesis of (+)-(3R,3aS,6aS)-3-Hydroxy-3,3a,4,6a-tetrahydrocyclopenta[b]furan-2-one — A Versatile Chiral Heterocyclic Building Block.

✍ S. KUDIS; G. HELMCHEN 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 35 KB 👁 1 views

A facile stereoselective synthesis of (3

A facile stereoselective synthesis of (3aR*,4R*,6aS*)-4-(hydroxymethyl)- 3,3a,4,6a-tetrahydrocyclopenta[b]furan- 2-one and other useful cyclopentanoid building blocks.

✍ Zanoni, Giuseppe; Vidari, Giovanni 📂 Article 📅 1995 🏛 American Chemical Society 🌐 English ⚖ 647 KB

ChemInform Abstract: A Facile Stereosele

ChemInform Abstract: A Facile Stereoselective Synthesis of (3aR*,4R*,6aS*)-4-(Hydroxymethyl) -3,3a,4,6a-tetrahydrocyclopenta(b)furan-2-one and Other Useful Cyclopentanoid Building Blocks.

✍ G. ZANONI; G. VIDARI 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB

ChemInform Abstract: (3aR*,6aS*)-5,5-Dip

ChemInform Abstract: (3aR*,6aS*)-5,5-Diphenyl-2,3,3a,4,6,6a-hexahydrosilolano(3,4-b)furan-2- one: A New Fused γ-Butyrolactone.

✍ D. DAMOUR; G. DOERFLINGER; S. MIGNANI 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 1 views

Chemoenzymatic synthesis of a versatile

Chemoenzymatic synthesis of a versatile cyclopentenone: (+)-(3aS,6aS)-2,2-dimethyl-3aβ,6aβ-dihydro-4H-cyclopenta-1,3-dioxol-4-one

✍ Thibaud Biadatti; John L. Esker; Carl R. Johnson 📂 Article 📅 1996 🏛 Elsevier Science 🌐 English ⚖ 497 KB

ChemInform Abstract: Chemoenzymatic Synt

ChemInform Abstract: Chemoenzymatic Synthesis of a Versatile Cyclopentenone: (+)-(3aS,6aS)- 2,2-Dimethyl-3aβ,6aβ-dihydro-4H-cyclopenta-1,3-dioxol-4-one.

✍ T. BIADATTI; J. L. ESKER; C. R. JOHNSON 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 35 KB 👁 1 views