✦ LIBER ✦

Chiral base route to cyclic polyols: asymmetric synthesis of aminodeoxyconduritols and conduritol F

✍ Scribed by Simon E de Sousa; Peter O'Brien; Christopher D Pilgram

Book ID: 104231754
Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 103 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)01706-3

No coin nor oath required. For personal study only.

✦ Synopsis

A chiral base route from a meso cyclohexene oxide to an allylic alcohol provides key intermediates for the synthesis of cyclic polyols. A Mitsunobu approach and an Overman rearrangement approach transform allylic alcohols into some aminodeoxyconduritols (95% ee). Elaboration of a chiral enone (89% ee) via (i) a-hydroxylation and (ii) stereoselective reduction completes a high yielding synthesis of the tetraacetate of conduritol F.

📜 SIMILAR VOLUMES

ChemInform Abstract: Chiral Base Route t

ChemInform Abstract: Chiral Base Route to Cyclic Polyols: Asymmetric Synthesis of Aminodeoxyconduritols and Conduritol F.

✍ Simon E. de Sousa; Peter O'Brien; Christopher D. Pilgram 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB 👁 2 views

ChemInform Abstract: Asymmetric Synthesi

ChemInform Abstract: Asymmetric Synthesis with Chiral Hydrogenolysable Amines: A New Route to Enantiopure Cyclic β-Amino Alcohols.

✍ O. LINGIBE; B. GRAFFE; M.-C. SACQUET; G. LHOMMET 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB

An Asymmetric Route to Chiral, Nonracemi

An Asymmetric Route to Chiral, Nonracemic 2-Substituted Piperidines. Synthesis of (-)-Pipecoline, (+)-Coniine, and (-)-Coniceine

✍ Munchhof, Michael J.; Meyers, A. I. 📂 Article 📅 1995 🏛 American Chemical Society 🌐 English ⚖ 214 KB

Synthesis of polymer-supported chiral li

Synthesis of polymer-supported chiral lithium amide bases and application in asymmetric deprotonation of prochiral cyclic ketones

✍ Lili Ma; Paul G. Williard 📂 Article 📅 2006 🏛 Elsevier Science 🌐 English ⚖ 234 KB

Synthesis of Polymer-Supported Chiral Li

Synthesis of Polymer-Supported Chiral Lithium Amide Bases and Application in Asymmetric Deprotonation of Prochiral Cyclic Ketones.

✍ Lili Ma; Paul G. Williard 📂 Article 📅 2007 🏛 John Wiley and Sons ⚖ 28 KB 👁 2 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, please click on HTML or PDF.

A Novel Chiral Base Mediated Glutarimide

A Novel Chiral Base Mediated Glutarimide Desymmetrization: Application to the Asymmetric Synthesis of (-)-Paroxetine.

✍ Daniel A. Greenhalgh; Nigel S. Simpkins 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 111 KB 👁 1 views