✦ LIBER ✦

An Efficient Synthesis of a Potential (−)-Reserpine Intermediate from (−)-Shikimic Acid of the Chiral Pool

✍ Scribed by Jian Huang; Fen-Er Chen

Publisher: John Wiley and Sons
Year: 2007
Tongue: German
Weight: 92 KB
Volume: 90
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.200790138

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

A highly stereoselective route to the polysubstituted chiral octahydrobenzofuran 12, a potential synthon for the E‐ring core in the (−)__‐__reserpine synthesis, is described. The α‐bromo acetal 11 was obtained from inexpensive (−)‐shikimic acid (3) through a series of highly stereoselective chemical reactions (Scheme). Et~3~B/Bu~3~SnH‐Mediated intramolecular radical cyclization of 11 led to compound 12 with the required configuration.

📜 SIMILAR VOLUMES

Synthesis of 7-anti-Bromo-3,3-dimethyl-2

Synthesis of 7-anti-Bromo-3,3-dimethyl-2-oxonorbornane-1-carboxylic Acid: A New Chiral Source from the Chiral Pool.

✍ Antonio Garcia Martinez; Enrique Teso Vilar; Amelia Garcia Fraile; Santiago de l 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 100 KB

A Chiral Oxazolone Derived from D-Glycer

A Chiral Oxazolone Derived from D-Glyceraldehyde as an Intermediate in the Synthesis of Enantiomerically Pure Cyclic Amino Acids

✍ Elena Bunuel; Ana I. Jimenez; Maria D. Diaz-de-Villegas; Carlos Cativiela 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 52 KB 👁 2 views

## Abstract For Abstract see ChemInform Abstract in Full Text.

Chiral Reagents from Tartaric Acid—1-Ben

Chiral Reagents from Tartaric Acid—1-Benzyloxy-3,4-epoxy-2-butanol, a Versatile Intermediate for the Synthesis of Enantiomers

✍ Dipl.-Chem. Ernst Hungerbühler; Prof. Dr. Dieter Seebach; Dipl. sc. nat. Daniel 📂 Article 📅 1979 🏛 John Wiley and Sons 🌐 English ⚖ 319 KB 👁 2 views

Trichloroisocyanuric Acid: An Efficient

Trichloroisocyanuric Acid: An Efficient Reagent for the Synthesis of Dialkyl Chlorophosphates from Dialkyl Phosphites.

✍ J. Acharya; A. K. Gupta; P. D. Shakya; M. P. Kaushik 📂 Article 📅 2005 🏛 John Wiley and Sons ⚖ 14 KB 👁 1 views

ChemInform Abstract: An Efficient Synthe

ChemInform Abstract: An Efficient Synthesis of trans-γ-Oxo-α,β-unsaturated Carboxylic Acids, the Intermediates for Patulolide A and Pyrenophorin.

✍ K. Joju Davis; U. T. Bhalerao; B. Vittal Rao 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 35 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 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

An Efficient Synthesis of New Polyether

An Efficient Synthesis of New Polyether Dendrimers Based on the A2B Type Monomer from 5-Hydroxyisophthalic Acid

✍ Zi-Fa Shi; Zhao-Li Zhou; Xiao-Ping Cao 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 English ⚖ 92 KB

## Abstract Long chain branched dendrimers **1**,**2** and **3**were easily prepared according to the convergent strategy based on the A~2~B type monomer from 5‐hydroxyisophthalic acid. These dendrimers have a nucleophilic phenol focal group, which is useful to further chemistry.