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Reduktive Co‐Alkylierung von Heptamethyl‐cobyrinat mit dem Methylthiomalonat ( S )‐Methyl‐3‐bromo‐2‐[(ethylthio) carbonyl]‐2‐methylpropanoat
Author(s) -
Müller Susanna,
Wolleb Annemarie,
Walder Lorenz,
Keese Reinhart
Publication year - 1990
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19900730611
Subject(s) - chemistry , alkylation , yield (engineering) , photodissociation , medicinal chemistry , derivative (finance) , bond cleavage , photochemistry , organic chemistry , catalysis , materials science , economics , financial economics , metallurgy
Reductive Co Alkylation of Heptamethyl Cobyrinate with the Methylthiomalonate ( S )‐Methyl 3‐Bromo‐2‐[(ethylthio)carbonyl]‐2‐methylpropanoate The methylthiomalonate(−)‐( S )‐Methyl 3‐bromo‐2‐[(ethylthio)carbonyl]‐2‐methylpropanoate( 5a )was prepared from dimethyl methylmalonate in five steps via the stereospecific cleavage of the ( pro ‐ S )‐ester group of 1 with pig‐liver esterase in an overall yield of 26.5% ( Scheme 4a ). Reductive Co alkylation of heptamethyl Co β‐perchlorato cob (II)yrinate ( 8 ) with 5a by electrosynthesis lead to the alkylcobalt complex 9a in 40% yield ( Scheme 4b). The O2‐dependent reactions of the methyhnalonyl fragment produced by photolysis of 9a and its deuterated derivative 9c are reported ( Scheme 5 ).