TY - JOUR
T1 - Synthesis of functionalized phospholane oxides and phosphorinane oxides from 1,4- and 1,5-di-o-mesyloxy compounds
AU - Hanaya, Tadashi
AU - Schürrle, Karsten
AU - Yamamoto, Hiroshi
PY - 2006/12/1
Y1 - 2006/12/1
N2 - Treatment of 1,4-di-O-mesyl-2,3-di-O-methyl-L-threitol (8b) with phenylphosphine in the presence of sodium hydride in DMSO, followed by the action of hydrogen peroxide, afforded 3,4-dimethoxy-l-phenylphospholane 1-oxide (7), while the same treatment of 1,5-di-O-mesyl-2,3,4-tri-O-methyl-meso-xylitol (11b) provided 2,3,4-trimethoxy-1-phenylphosphorinane 1-oxide (14).
AB - Treatment of 1,4-di-O-mesyl-2,3-di-O-methyl-L-threitol (8b) with phenylphosphine in the presence of sodium hydride in DMSO, followed by the action of hydrogen peroxide, afforded 3,4-dimethoxy-l-phenylphospholane 1-oxide (7), while the same treatment of 1,5-di-O-mesyl-2,3,4-tri-O-methyl-meso-xylitol (11b) provided 2,3,4-trimethoxy-1-phenylphosphorinane 1-oxide (14).
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U2 - 10.3987/COM-06-S(O)28
DO - 10.3987/COM-06-S(O)28
M3 - Article
AN - SCOPUS:33947253342
SN - 0385-5414
VL - 69
SP - 283
EP - 294
JO - Heterocycles
JF - Heterocycles
IS - 1
ER -