
TY  - JOUR
A1  - Kim, JH 
A1  - Gallagher, MJ 
A1  - Toia, RF 
T1  - Methanolysis of 4-Methyl-2,6,7-trioxa-1-phospha-bicyclo[2.2.2]octane 1-Oxide and 1-Sulfide: Mechanistic and Stereochemical Considerations
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1994
VL  - 47
IS  - 4
SP  - 715
EP  - 722
KW  - 
UR  - https://doi.org/10.1071/CH9940715 
N2  - Methanolysis  of 4-methyl-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane 1-oxide and 4-methyl-2,6,7- trioxa-1-phosphabicyclo[2.2.2]octane 1-sulfide have been studied by 31P n.m.r. spectroscopy. The trans-2-methoxy-5-methyl-1,3,2-dioxaphosphorinane-r-5-methanol 2-oxide and trans-2-methoxy-5-methyl-1,3,2-dioxaphosphorinane-r-5-methanol 2-sulfide are the initially formed products, respectively, but with time a product mixture comprising the trans- and cis -isomers and the acyclic dimethyl phosphate is formed. Methanolysis of the isolated trans-isomer, and of the isolated acyclic dimethyl phosphate under the same reaction conditions, suggests that the cis -isomer results from a recyclization reaction, rather than from the alternative ring opening of the bicyclic compound. 
ER  -

