R. Aneja, A. Davies
Feb 1, 1974
Citations
0
Influential Citations
6
Citations
Journal
Chemistry and Physics of Lipids
Abstract
Abstract The reaction of 1,2-dipalmitoyl-3-iododeoxy- rac -glycerol with silver dibenzyl phosphate gave 1,2-dipalmitoyl- rac -glycerol-3-(dibenzyl phosphate) as the major product, contamined with ca. 2.0% of 1,3-dipalmitoyl- rac -glycerol-2-(dibenzyl phosphate). This contamination is acceptable in most preparations; in particular it cannot account for the low optical rotation values which have been recorded in the literature for sn -glycerol-3-phosphates prepared from sn -3-iododeoxy derivatives. The reaction thus remains a valuable key step in the total synthesis of rac - and sn -glycero-3-phosphoric acid esters. Factors controlling regioselectivity in such reactions are discussed.