28097-07-6Relevant academic research and scientific papers
Phosphorochloridates from phosphorohydrazides with ButOCl: Stereospecificity, selectivity and phosphorylium ion intermediates
Harger, Martin J.P
, p. 6749 - 6752 (2007/10/03)
The efficiency with which a six-membered cyclic phosphorochloridate can be obtained from the corresponding hydrazide with retention of configuration at phosphorus, using tert-butyl hypochlorite in tert-butyl alcohol, depends on how stereoelectronic factors influence the fate of an intermediate chloride-phosphorylium ion pair.
Reaction of 2-Ethoxy-5-methyl-1,3,2-dioxaphosphorinane-5-methanol 2-Sulfide and 4-Methyl-2,6,7-trioxa-1-phosphabicyclooctane 1-Sulfide with Sulfuryl Chloride: Mechanistic and Stereochemical Considerations
Kim, Jeong Han,Craig, Donald C.,Gallagher, Michael J.,Toia, Robert F.
, p. 2161 - 2170 (2007/10/02)
Treatment of either cis- or trans-2-ethoxy-5-methyl-1,3,2-dioxaphosphorinane-r-5-methanol 2-sulfide with SO2Cl2 yielded the cyclization product 4-methyl-2,6,7-trioxa-1-phosphabicyclooctane 1-oxide.In contrast, treatment of 4-methyl-2,6,7-trioxa-1-phosphabicyclooctane 1-sulfide with the same reagent gave stereospecific ring opening to trans-2-chloro-5-methyl-1,3,2-dioxaphosphorinane-r-5-methyl chloride 2-oxide.
