A rearrangement-based approach to secondary difluorophosphonates

被引:39
作者
Butt, AH [1 ]
Percy, JM [1 ]
Spencer, NS [1 ]
机构
[1] Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England
关键词
D O I
10.1039/b005110l
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[3,3]-Claisen rearrangements allowed the conversion of a readily available allylic difluorophosphonate to nucleic acid and inositol phosphate-related products via epoxide cyclisation or ring closing metathesis respectively.
引用
收藏
页码:1691 / +
页数:2
相关论文
共 18 条
[1]  
Abarbri M, 1996, SYNTHESIS-STUTTGART, P82
[2]  
BAO R, 1992, SYNLETT, P217
[3]   Synthesis of activated alkenes bearing the difluoromethylenephosphonate group: a range of building blocks for the synthesis of secondary difluorophosphonates [J].
Blades, K ;
Butt, AH ;
Cockerill, GS ;
Easterfield, HJ ;
Lequeux, TP ;
Percy, JM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (24) :3609-3614
[4]   A conjugate addition sulfoxide elimination route to allylic difluorophosphonates [J].
Blades, K ;
Percy, JM .
TETRAHEDRON LETTERS, 1998, 39 (49) :9085-9088
[5]   Conjugate addition reactions of a (diethoxyphosphinoyl)difluoromethyl anion equivalent to acyclic and cyclic vinyl sulfones. [J].
Blades, K ;
Lapotre, D ;
Percy, JM .
TETRAHEDRON LETTERS, 1997, 38 (33) :5895-5898
[6]   New computational and experimental evidence for the mechanism of the Sakurai reaction [J].
Bottoni, A ;
Costa, AL ;
Di Tommaso, D ;
Rossi, I ;
Tagliavini, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (50) :12131-12135
[7]  
CAMPBELL AS, 1991, TETRAHEDRON LETT, V32, P2207
[8]   STUDIES ON STRUCTURALLY SIMPLE ALPHA,BETA-BUTENOLIDES .1. NEW SYNTHESES OF RACEMIC GAMMA-HYDROXYMETHYL-ALPHA,BETA-BUTENOLIDE AND DERIVATIVES [J].
CARDELLACH, J ;
ESTOPA, C ;
FONT, J ;
MORENOMANAS, M ;
ORTUNO, RM ;
SANCHEZFERRANDO, F ;
VALLE, S ;
VILAMAJO, L .
TETRAHEDRON, 1982, 38 (15) :2377-2394
[9]   STEREOSPECIFIC INTRODUCTION OF FUNCTIONALIZED ANGULAR METHYL GROUPS VIA CLAISEN REARRANGEMENT - OCTALIN AND HYDRINDENYL RING-SYSTEMS [J].
DAUBEN, WG ;
DIETSCHE, TJ .
JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (08) :1212-&
[10]   Recent advances in olefin metathesis and its application in organic synthesis [J].
Grubbs, RH ;
Chang, S .
TETRAHEDRON, 1998, 54 (18) :4413-4450