ISSN:
0009-2940
Keywords:
(9-BBN)2S, reagent
;
OC-Sulfoborations
;
1,2-Eliminations, of R2BOR′, (R2B)2O
;
Dithiocarboxylic 1,5-cyclooctanediylboryl esters
;
Dithiocarboxylic acids
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Dithiocarboxylic Acids and Derivatives from Carboxylic Esters and Lactones with the Organoboron Sulfide Reagent (9-BBN)2S[1]Bis(1,5-cyclooctanediylboryl) sulfide (1) reacts with carboxylic esters to give the dithiocarboxylic 1,5-cyclooctanediylboryl esters 2a-f in high yields (2a: X-ray crystal structure analysis). Methanolysis of 2a-f leads to the dithiocarboxylic acids 5a-f, which form the corresponding piperidinium salts in the presence of piperidine. When cyclic esters (γ-, δ-lactones) are allowed to react with 1, the boryloxy-substituted dithiocarboxylic 1,5-cyclooctanediylboryl esters 3a-c are obtained.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921250508
