Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

VOL. 40B

NUMBER 10

OCTOBER 2001

CONTENTS

Advances in Contemporary Research

 

 

 

 
878

Polymer-assisted solution-phase organic synthesis: Advances in multi-step synthetic applications

 

 

 

 

 

 

 

Sukanta Bhattacharyya

 

 

 

 

Rapid Communications

 

 

 

891

Membrane formation from oxyethylene bearing cationic cholesterol derivatives

 

 

 

 

 

 

 

 

Santanu Bhattacharya* &

Yamuna Krishnan-Ghosh

 

 

 

 

 

 

 
895

Stereoselective synthesis of N-phthalimido-2-carboxyaziridines: precursors to a-hydrazino acid derivatives

 

 

 

 

 

 

 

 

 

 

 

 

 

Tushar K Chakraborty & Animesh Ghosh

 

 

 

Papers

 

 

 

898

Stereoselective synthesis of new 8-oxabi-cyclo[3.2.1]oct-6-en-2-one and 8-oxabicyclo-[3.2.1]octa-3,6-dien-2-one derivatives. The electron-releasing and electron-withdrawing effects of homoconjugated ketones

 

 

 

 

 

 

 

Patrick Gerber & Pierre Vogel*

The following, highly stereoselective reactions are described.

 

 

 

 

 

 

905

Enantiospecific synthesis of B-seco-C-aromatic taxanes

 

 

 

 

 

 

A Srikrishna*, T Jagadeeswar Reddy,

P Praveen Kumar & Santosh J Gharpure

A convenient approach to B-seco-C-aromtic taxanes starting from R-carvone is described.

 

 

 

 

 

 

915

Regioselective synthesis of [4b,12c-cis]-D6a,12b
-4b,5,12c,13-tetrahydropyrano[2,3-c : 4,5-ć]-bis[1]benzopyran-7-one

 

 

 

 

 

 

 

K C Majumdar*, P Chatterjee, S Saha &

S K Samanta

An approach to regioselective synthesis of [6,6] pyranopyran derivatives via [1,6] Michael addition is reported.

 

 

 

 

 

 

 
919

Synthesis of isoaristeromycin from d-glucose

 

 

 

 

 

 

 

 

 

 

 

 

 

K Singha, S Tripathi, A Roy, B Achari &

S B Mandal*

Isoaristeromycin, a carbocyclic nucleoside analogue has been synthesized through INC reaction on d-glucose based substrate.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

925

Synthesis of spirocyclic ethers by radical cyclisation of epoxides using a transition-metal radical source

 

 

 

 

 

 

Kalyan Kumar Rana, Chandrani Guin &

Subhas Chandra Roy

A series of spirocyclic ethers have been synthesised by radical cyclisation of epoxides using a Ti(III)-radical source.

 

 

 

 

 

 

 

 

 

930

Samarium(II) iodide promoted carbon-carbon bond fragmentation in bicyclo[2.2.1]heptenes: A facile route to bridged eight membered rings and 1,3-disubstituted cyclopentanes

 

 

 

 

 

Azizul Haque & Subrata Ghosh*

 

 

 

 

 

 

 

 

937

A new 1,5- to 1,11-carbonyl transposition protocol involving ketene dithioacetal chemistry: An efficient polyene synthesis

 

 

 

 

 

 

 

C V Asokan, Janhvi Shukla,

U K Syam Kumar, H Ila* & H Junjappa*

 

 

 

 

 

 

 

 

 

 
948

A new general method for the synthesis of polyenes involving 1,6-, 1,8-, 1,10- and 1,12-carbonyl group transposition via a-oxoketene dithioacetals

 

 

 

 

 

 

 

 

 

 

 

 

J Satyanarayana, Iffat Siddiqui, H Ila* &

H Junjappa*

 

 

 

 

 

 

 
955

An efficient synthesis of (2,3 and 22,23)-diepoxybrassinosteroids and their plant growth promoting activity

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Braja G Hazra*, Vandana S Pore,

Archna P Massey, Brahmanand N Vyas &

Velaswamy M Ramaraj

Diepoxides 10 and 11 have been synthesised from the diene 9 in almost quantitative yield. Both the diepoxides show moderate plant growth promoting activity.

 

 

 

 

 

 

 

960

Unsymmetrical tris-amide receptors for efficient recognition of N-acetylglycine in chloroform

 

 

 

 

 

 

 

 

 

 

Shyamaprosad Goswami* &

Reshmi Mukherjee

A series of receptors have been designed and synthesised for recognition of sparingly soluble N-acetylglycine.

 

 

 

 

 

 

 

 

965

A fluorescence emission study of nitro- and nitromethyl-substituted 1,4-diarylbutadienes in solid state

 

 

 

 

 

Solid-3

MeOH-3

77 K-3

 

1

2

3

4

Flu lmax/nm

499

608

488

R1:

H

H

Me

Me

 

 

 

 

R2:

H

NO2

H

NO2

 

 
 

 

 

 

 

 

 


A K Singh* & S Kanvah

 

 

 

 

 

 

 

 

 
974

Active site mapping of porcine liver esterase (PLE) and porcine pancreatic lipase (PPL): Stereo and regiochemical outcome of hydrolysis of conformationally constrained esters

 

 

 

 

 

 

 

 

 

 

 

 

 

Amit Basak*, Kakali Rani Rudra,

Subhash Chandra Ghosh &

Gautam Bhattacharya

Results of PLE and PPL-catalyzed hydrolysis of the following substrates provide new insights regarding the active site geometry of the two enzymes.

 

 

 

 

 

 

 

 
981

Electrophilic substitution reactions of indole: Part XX¾Use of montmorillonite clay K-10

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

J Banerji*, U Dutta, B Basak, M Saha,

H Budzikiewicz & A Chatterjee

 

 

 

 

 

 

 

 
985

The Baylis-Hillman reaction: Rate acceleration in silica gel solid phase medium

 

 

 

 

 

 

 

 

 

Deevi Basavaiah* &

Ravi Mallikarjuna Reddy

Rate acceleration of the Baylis-Hillman reaction between aromatic aldehydes and acrylates, particularly tert-butyl acrylate, in silica gel solid phase medium has been described.

 

 

 

 

 

 

 
989

New methods of hydroformylation of olefins and isomerisation of allyl alcohols using the CoBr2/Zn/CO/t-BuOH reagent system

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Thotapally Rajesh &Mariappan Periasamy*

Synthesis of aldehydes and ketones from olefins and allylic alcohols is reported.

 

 

 

 

 

 

Notes

 

 

 

994

A convenient synthesis of 4,8,9-trimethoxy-benz[f]indenone, a potential BCD ring intermediate for stealthins and kinamycins

 

 

 

 

 

 

 

 

 

 

Dipakranjan Mal*, Sujit Ghorai &

Nirmal Hazra

Phthalide sulfone 3 has been elaborated in 3 steps to indenone 6, a potential intermediate in the synthesis of kinamycins

 

 

 

 

 

 

 

 

 

 
997

Heck reactions of arenediazonium salts with phenyl vinyl sulfone: A new synthesis of styryl sulfones

 

 

 

 

 

 

 

 

 

 

 

 

Saumitra Sengupta*,

Subir Kumar Sadhukhan &

Rajkumar Sunil Singh

 

 

 

 

 

 

 
1000

A simple and highly efficient one-pot chemoselective synthesis of nitriles from aldehydes: Mechanistic insight and selectivity control through modulation of electronic and steric factors

 

 

 

 

 

 

 

 

 

Asit K Chakraborti*, Gurmeet Kaur &

Susmita Roy (née Bhattacharya)

An efficient method for chemoselective one-pot conversion of aldehyde to nitrile is reported.  Excellent to moderate selectivity has been observed during intermolecular competition.

 

 

 

 

 

 

 

 

 
1007

A new approach to reductive deprotection of thioethers with a low-valent titanium reagent

 

 

 

 

 

 

 

 

 

 

U Shadakshari, S Talukdar &

S Chattopadhyay*

An efficient low-valent titanium-mediated deprotection strategy for thioethers is reported.

 

 

 

 

 

 

 

Authors for correspondence are indicated by (*)

 

 

January

February

March

April

May

June

July

August

September

October

November

December