Synthesis of functionalized tri- and tetrasubstituted vinylic tellurides from enolphosphates through vinylic substitution by lithium butyltellurolate

被引：20

作者：

Barrientos-Astigarraga, RE ^{[1
]}

Castelani, P ^{[1
]}

Sumida, CY ^{[1
]}

Comasseto, JV ^{[1
]}

机构：

[1] Univ Sao Paulo, Inst Quim, BR-05599970 Sao Paulo, Brazil

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 44期

基金：

巴西圣保罗研究基金会;

关键词：

vinylic tellurides; enolphosphates;

D O I：

10.1016/S0040-4039(99)01633-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Vinylic tellurides are precursors of important highly reactive vinylic or,organometallics (e.g. vinyl Li and Cu species). Herein we report that tri- and tetrasubstituted functionalized vinylic tellurides can be prepared from enolphosphates through a vinylic substitution by lithium butyltellurolate. Starting from mixtures of Z- and E-enolphosphates, only the Z-vinylic telluride is formed. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：7717 / 7720

页数：4

共 13 条

[1]

ALBERDICE M, 1984, ORG SYNTH, V62, P14

[2] Addition of Z-vinylic higher order cyanocuprates to hindered enones.: The influence of the reaction conditions [J].

Araújo, MA ;

Barrientos-Astigarraga, RE ;

Ellensohn, RM ;

Comasseto, JV .

TETRAHEDRON LETTERS, 1999, 40 (28) :5115-5118

[3]

ARAUJO MA, 1995, SYNLETT, P1145

[4]

Casson S., 1994, Organometallic Reagents in Organic Synthesis, P129

[5]

CHIEFFI A, 1995, SYNLETT, P671

[6] INFLUENCE OF THE GEGENION IN THE TRANSMETALATION REACTION OF VINYLIC TELLURIDES WITH HIGHER-ORDER CYANOCUPRATES [J].

CHIEFFI, A ;

COMASSETO, JV .

TETRAHEDRON LETTERS, 1994, 35 (24) :4063-4066

[7] Vinylic selenides and tellurides - Preparation, reactivity and synthetic applications [J].

Comasseto, JV ;

Ling, LW ;

Petragnani, N ;

Stefani, HA .

SYNTHESIS-STUTTGART, 1997, (04) :373-&

[8]

Faulkner DJ, 1998, NAT PROD REP, V15, P113

[9] NEW REAGENTS .26. (PHENYLTELLURO)ETHENE, 1-LITHIO-1-(PHENYLTELLURO)ETHENE, AND (PHENYLTELLURO)ETHYNE, SYNTHESIS AND REACTIONS [J].

KAUFFMANN, T ;

AHLERS, H .

CHEMISCHE BERICHTE-RECUEIL, 1983, 116 (03) :1001-1008

[10] Theoretical study of O → X (S, Se, Te) coordination in organic compounds [J].

Minyaev, RM ;

Minkin, VI .

CANADIAN JOURNAL OF CHEMISTRY, 1998, 76 (06) :776-788

← 1 2 →