ChemInform Abstract: Synthesis of a Vitamin D3 Hydrindan Ring-Side-Chain Building Block, Involving Tandem Conjugate Addition and Alkylation Reactions.

ChemInform ◽  
2010 ◽  
Vol 28 (52) ◽  
pp. no-no
Author(s):  
P. GRZYWACZ ◽  
S. MARCZAK ◽  
J. WICHA
Keyword(s):  
Vitamin D3 ◽  
Building Block ◽  
Conjugate Addition ◽  
Side Chain ◽  
Alkylation Reactions

Organometallics in prostaglandin synthesis

1988 ◽  
Vol 326 (1592) ◽  
pp. 579-585 ◽  
Keyword(s):  
Conjugate Addition ◽  
Prostaglandin Synthesis ◽  
Side Chain ◽  
Prostaglandin E ◽  
Controlled Synthesis ◽  
One Pot ◽  
Naturally Occurring ◽  
Chain Unit ◽  
Alkyl Iodides

An extremely short way to prostaglandins has been opened by combining the newly devised organometallic methodologies. Convergent, one-pot creation of the prostanoid framework is achieved by organocopper conjugate addition of the S-configurated ω-side-chain unit to (R)-4-trialkylsiloxy-2-cyclopentenone followed by the organotin-aided trapping of the enolate intermediate by α-side-chain alkyl iodides. Prostaglandin E 2 can be prepared in only three steps from the chiral building units. The protected 5,6-didehydro-PGE 2 derivatives thus obtained serve as common intermediates for the synthesis of a variety of naturally occurring prostaglandins including prostacyclin. This approach is also useful for the controlled synthesis of isocarbacyclin.

3-(4-Bromophenyl)-5-(4-hydroxyphenyl)isoxazole: a versatile, new molecular building block for side-chain liquid crystal oligomers and polymers

2015 ◽  
Vol 73 (4) ◽  
pp. 959-973 ◽  
Author(s):  
Guilherme D. Vilela ◽  
Thaís H. M. Fernandes ◽  
Rafaela Raupp da Rosa ◽  
Stephen M. Kelly ◽  
Stuart P. Kitney ◽  
...  
Keyword(s):  
Liquid Crystal ◽  
Building Block ◽  
Side Chain ◽  
Molecular Building Block

Hemiphasmidic Side-Chain Liquid Crystalline Polymer: From Smectic C Phase to Columnar Phase with a Bundle of Chains as Its Building Block

2012 ◽  
Vol 1 (5) ◽  
pp. 641-645 ◽  
Author(s):  
Jun-Feng Zheng ◽  
Xin Liu ◽  
Xiao-Fang Chen ◽  
Xiang-Kui Ren ◽  
Shuang Yang ◽  
...  
Keyword(s):  
Building Block ◽  
Liquid Crystalline Polymer ◽  
Liquid Crystalline ◽  
Crystalline Polymer ◽  
Side Chain ◽  
Columnar Phase ◽  
Smectic C

scholarly journals Entropy driven chain effects on ligation chemistry

2015 ◽  
Vol 6 (2) ◽  
pp. 1061-1074 ◽  
Author(s):  
Kai Pahnke ◽  
Josef Brandt ◽  
Ganna Gryn'ova ◽  
Peter Lindner ◽  
Ralf Schweins ◽  
...  
Keyword(s):  
Building Block ◽  
Chain Structure ◽  
Step Change ◽  
Side Chain ◽  
On Demand ◽  
Bonding Systems ◽  
Intrinsic Stiffness

Entropic chain effects on dynamic bonding reactions are shown to enable the tuning of reaction equilibria not only by changing the mass of the reactants, but also by merely altering the building block side chain structure and thus the intrinsic stiffness. The findings enable a step change for the design of on-demand bonding systems and reversible ligation chemistry in general.

Systematic SAR study of the side chain of nonsecosteroidal vitamin D3 analogs

2012 ◽  
Vol 20 (14) ◽  
pp. 4495-4506 ◽  
Author(s):  
Hirotaka Kashiwagi ◽  
Yoshiyuki Ono ◽  
Masateru Ohta ◽  
Kenji Morikami ◽  
Tadakatsu Takahashi
Keyword(s):  
Vitamin D3 ◽  
Side Chain ◽  
Sar Study
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