Use of sonication for the coupling of sterically hindered substrates in the phenolic Mitsunobu reaction

被引:106
作者
Lepore, SD [1 ]
He, Y [1 ]
机构
[1] Florida Atlantic Univ, Dept Chem, Boca Raton, FL 33431 USA
关键词
D O I
10.1021/jo0345751
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A vast rate increase in the Mitsunobu reaction of phenols with alcohols where either or both are sterically hindered has been achieved by the use of high concentration combined with sonication.
引用
收藏
页码:8261 / 8263
页数:3
相关论文
共 24 条
[1]  
ABDURASULEVA AR, 1962, ZH OBSHCH KHIM+, V32, P704
[2]   Mechanistic study of the Mitsunobu reaction (vol 67, pg 1751, 2002) [J].
Ahn, C ;
Correia, R ;
DeShong, P .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (03) :1176-1176
[3]   Mechanistic study of the Mitsunobu reaction [J].
Ahn, CJ ;
Correia, R ;
DeShong, P .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (06) :1751-1753
[4]  
BARBOZA JCD, 1988, J ORG CHEM, V53, P1212
[5]   THE MECHANISM OF THE MITSUNOBU REACTION .3. THE USE OF TRIBUTYLPHOSPHINE [J].
CAMP, D ;
JENKINS, ID .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1992, 45 (01) :47-55
[6]   FORMATION OF RADICALS IN THE MITSUNOBU REACTION [J].
CAMP, D ;
HANSON, GR ;
JENKINS, ID .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (10) :2977-2980
[7]   MECHANISM OF THE MITSUNOBU ESTERIFICATION REACTION .1. THE INVOLVEMENT OF PHOSPHORANES AND OXYPHOSPHONIUM SALTS [J].
CAMP, D ;
JENKINS, ID .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (13) :3045-3049
[8]   On sonochemical effects on the Diels-Alder reaction [J].
Caulier, TP ;
Reisse, J .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (07) :2547-2548
[9]   Structure of the radicals formed in the Mitsunobu reaction [J].
Eberson, L ;
Persson, O ;
Svensson, JO .
ACTA CHEMICA SCANDINAVICA, 1998, 52 (11) :1293-1300
[10]   METHANESULFONIC ACID CATALYZED ADDITIONS TO OLEIC ACID AND CYCLOHEXENE .3. ADDITION OF ACIDS AND SUBSTITUTED PHENOLS [J].
EISNER, A ;
PERLSTEIN, T ;
AULT, WC .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1963, 40 (10) :594-&