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Current Organic Synthesis
ISSN: 1570-1794

Current Organic Synthesis
Volume 3, Number 2, May 2006
Contents
Strategies in Synthetic Radical Organic Chemistry.
Recent Advances on Cyclization and SRN1 Reactions
Pp. 121-158
Roberto A. Rossi and Alicia B. Peñéñory
[Abstract]
Enzymatic Biosynthesis of Oligosaccharides and Glycoconjugates
Pp. 159-168
Jing Song, Houcheng Zhang, Lei Li, Zishu Bi, Min Chen,Wei
Wang, Qingjia Yao, Hongjie Guo, Min Tian, Hanfen Li,Wen Yi
and Peng George Wang
[Abstract]
Preparation and Enantiomeric Excess Determination of Optically
Active BINOL and BINOL Derivatives Pp. 169-185
Brian E. Love
[Abstract]
The Chemistry of Phosphazenes. Synthetic Applications
of 187 Cα-Lithiated
Derivatives Pp. 187-214
Fernando López Ortiz
[Abstract]
Synthetic Chemistry of Quadricyclane Pp.
215-259
Viacheslav A. Petrov and Nikolai V. Vasil’ev
[Abstract]
Abstracts
[Back to top]
Strategies in Synthetic Radical Organic Chemistry.
Recent Advances on Cyclization and SRN1 Reactions
Roberto A. Rossi and Alicia B. Peñéñory
Radical ring closure reactions by intramolecular addition
of a radical to a tethered double bond afford a new cyclized
radical intermediate that can be reduced, or further react
with different reagents to yield substituted-cyclic compounds.
The applications of SRN1 reactions are broad in
scope, encompassing the utilization of poorly reactive substrates.
We undertake a compilation to cover recent literature of these
reactions and their synthetic applications.
[Back to top]
Enzymatic Biosynthesis of Oligosaccharides and Glycoconjugates
Jing Song, Houcheng Zhang, Lei Li, Zishu Bi, Min Chen,Wei
Wang, Qingjia Yao, Hongjie Guo, Min Tian, Hanfen Li,Wen Yi
and Peng George Wang
Natural carbohydrates have complex structures including
many kinds of monosaccharide units, which are very difficult
and costly to generate by chemical synthetic approaches. Over
the years, enzymatic approaches have been gaining popularity
for the synthesis of oligosaccharides and glycoconjugates,
and it is becoming increasingly feasible to produce complex
carbohydrates in large scale, following enzymatic biosynthetic
pathways.
[Back to top]
Preparation and Enantiomeric Excess Determination
of Optically Active BINOL and BINOL Derivatives
Brian E. Love
Methods of preparing 1,1'-bi-2-naphthol (BINOL) in optically
active form, are reviewed. Preparation of this compound and
its derivatives through both resolution and asymmetric synthesis,
are discussed. Methods of determining the enantiomeric excess
of samples of optically active BINOL, both through chromatographic
and spectroscopic means, are also reviewed.
[Back to top]
The Chemistry of Phosphazenes. Synthetic Applications
of 187 Cα-Lithiated
Derivatives
Fernando López Ortiz
Phosphazenyl-stabilized carbanions are polyfunctional synthons,
which combine in the same molecule a nucleophilic center adjacent
to the phosphorus atom with a variety of functional groups
linked to the nitrogen atom. The substituents on the nitrogen
have the capability of tuning the reactivity of the anion
and may also intervene at a given point of the synthetic pathway.
This is a distinguishing feature of Cα-lithium
phosphazenes with respect to all other phosphorus-stabilized
carbanions: they have found application in organic (as for
example, in the synthesis of olefins, functionalized open-chain
compounds, heterocycles containing phosphorus atoms either
in the ring or as appendages of the cyclic system) and inorganic
chemistry (e.g. preparation of novel catalysts and polymers
with improved properties with respect to the parent polymer).
[Back to top]
Synthetic Chemistry of Quadricyclane
Viacheslav A. Petrov and Nikolai V. Vasil’ev
This articale is the first attempt to review chemical transformation
of one most interesting synthon among strained, saturated
hydrocarbons - tetracyclo[3.2.0.02,704,6]heptane
(quadricyclane, Q), from the point of view
of synthetic organic chemistry.
Thermal [2+2+2] cycloaddition reactions of Q
with olefins, acetylenes, carbonyl, nitrogen, sulfur containing
compounds, carbenes and silenes along with cycloaddition reactions
involving transition metals are reviewed in a first part.
Second part of the review covers photochemical transformations,
ionic reactions (electrophilic and nucleophilic), oxidation
and reduction of Q.
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