ISSN:
0170-2041
Keywords:
Phosphorylating agents, cyclic five-membered
;
1,3,2-Benzoxazaphospholes
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The synthesis and the use of the five-membered cyclic phosphorylating agents 1a-c are described. Their difunctional phosphorylating properties towards alkanols and hydroxylated amino acids and the cleavage reaction of the formed phosphoric acid triesters to diesters with oximate or platinum/hydrogen are investigated and compared to the “parent” compound 2-chloro-2,3-dihydro-3-(methylsulfonyl)-1,3,2-benzoxazaphosphole 2-oxide. Dichlorobenzoxazaphosphole 1b is the most reactive of these reagents with respect to phosphorylation with ring opening and oximate cleavage of the phosphoric acid triesters, followed by o-chlorobenzoxazaphosphole 1a, the unsubstituted phosphole I, and p-chlorobenzoxazaphosphole Ic.
Additional Material:
5 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199419940308
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