Silica Gel-Mediated Hydroamination/Semipinacol Rearrangement of 2-Alkylaminophenylprop-1-yn-3-ols: Synthesis of 2-Oxindoles from Alkynes and 1-(2-Aminophenyl) Ketones

2014 ◽  
Vol 356 (2-3) ◽  
pp. 353-358 ◽  
Author(s):  
Dewi Susanti ◽  
Linda Li Ru Ng ◽  
Philip Wai Hong Chan
Keyword(s):  
Silica Gel ◽  
Semipinacol Rearrangement

Semipinacol rearrangement of a bicyclo[7.2.0]undecane framework into a bicyclo[6.3.0]undecane skeleton: A model study on the biosynthesis of seiridiasteriscane A

2021 ◽  
Author(s):  
Osamu Ishibashi ◽  
Mami Nishiyama ◽  
Eunsang Kwon ◽  
Masaru Hashimoto ◽  
Shigefumi Kuwahara ◽  
...  
Keyword(s):  
Silica Gel ◽  
Biosynthetic Pathway ◽  
Ring System ◽  
Model Study ◽  
Semipinacol Rearrangement

Abstract Seiridiasteriscane A is an asteriscane-type sesquiterpenoid bearing a trans-fused bicyclo[6.3.0]undecane skeleton. Although its biosynthesis has been proposed to involve a semipinacol rearrangement of a putative intermediary acetate bearing a bicyclo[7.2.0]undecane ring system (presumably derived from co-isolated pestalotiopsin M) followed by epimerization of the resulting cis-fused seiridiasteriscane B, such a type of semipinacol rearrangement has never been reported so far. Our model study revealed that a 1-hydroxybicyclo[7.2.0]undecan-2-yl acetate underwent a smooth and stereospecific semipinacol rearrangement with the assistance of Et2AlCl to give the corresponding bicyclo[6.3.0]undecane-9-one. In addition, the resulting cis-fused 5,8-bicyclic ketone was partially epimerized to the corresponding trans-fused ketone by prolonged adsorption onto a silica gel plate. These results may support a recently proposed biosynthetic pathway of seiridiasteriscane A.

Segmental motion of alkyl chains grafted on silica gel, studied by neutron scattering

1983 ◽  
Vol 44 (4) ◽  
pp. 497-503 ◽  
Author(s):  
J.P. Beaufils ◽  
M. C. Hennion ◽  
R. Rosset
Keyword(s):  
Neutron Scattering ◽  
Silica Gel ◽  
Segmental Motion ◽  
Alkyl Chains

Preparation and Characterization of Biodiesel from Karanja Oil by Using Silica Gel Reactor

2014 ◽  
Author(s):  
Sukanta Mondal ◽  
Kaniz Ferdous ◽  
M. Rakib Uddin ◽  
Maksudur R. Khan ◽  
M. A. Islam ◽  
...  
Keyword(s):  
Silica Gel ◽  
Karanja Oil

Detection of a covalent-ionic carbinolamine intermediate in aqueous media by SDTLC on silica gel plates

2007 ◽  
Vol 20 (3) ◽  
pp. 227-230 ◽  
Author(s):  
Ana Reverdito ◽  
Mariano García ◽  
Alejandra Salerno ◽  
Oscar Locani ◽  
Isabel Perillo
Keyword(s):  
Silica Gel ◽  
Aqueous Media

Synthesis Process and Structure of Al/Mg Modified Silica-gel Particle.

2000 ◽  
Vol 116 (1) ◽  
pp. 56-61
Author(s):  
Tatsuo YAMAGUCHI ◽  
Toshiaki NAKAI ◽  
Kunihiko TAKEDA
Keyword(s):  
Silica Gel ◽  
Synthesis Process ◽  
Modified Silica ◽  
Modified Silica Gel

SILICA GEL MODIFIED WITH AMINO IMINE GROUPS AS AN ADSORBENT FOR METALLIC CATIONS

2017 ◽  
Vol 16 (1) ◽  
pp. 213-224
Author(s):  
Maria Gardennia Fonseca ◽  
Franklin Pessoa Aguiar ◽  
Jose Geraldo Paiva Espinola ◽  
Luiza Nobuko Hirota Arakaki ◽  
Ercules Epaminondas Sousa Teotonio ◽  
...  
Keyword(s):  
Silica Gel ◽  
Metallic Cations
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