Convergent access to ketones, vinyl esters and vinyl bromides by a tin-free radical addition-intramolecular hydrogen atom transfer

被引：14

作者：

Ouvry, G ^{[1
]}

Zard, SZ ^{[1
]}

机构：

[1] Ecole Polytech, CNRS, Synth Organ Lab, F-91128 Palaiseau, France

来源：

CHEMICAL COMMUNICATIONS | 2003年 / 06期

关键词：

D O I：

10.1039/b212841a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Xanthate-mediated intermolecular radical addition, hydrogen atom transfer and sulfonyl radical elimination have been efficiently combined in a new convergent synthesis of ketones and substituted olefins.

引用

页码：778 / 779

页数：2

共 20 条

[1] α-Scission of sulfonyl radicals:: a versatile process for organic synthesis [J].

Bertrand, F ;

Le Guyader, F ;

Liguori, L ;

Ouvry, G ;

Quiclet-Sire, B ;

Seguin, S ;

Zard, SZ .

COMPTES RENDUS DE L ACADEMIE DES SCIENCES SERIE II FASCICULE C-CHIMIE, 2001, 4 (07) :547-555

[2]

Bertrand F, 1999, ANGEW CHEM INT EDIT, V38, P1943, DOI 10.1002/(SICI)1521-3773(19990712)38:13/14<1943::AID-ANIE1943>3.0.CO

[3]

2-R

[4] Synthetic routes to β-lactams.: Some unexpected hydrogen atom transfer reactions [J].

Boiteau, L ;

Boivin, J ;

Quiclet-Sire, B ;

Saunier, JB ;

Zard, SZ .

TETRAHEDRON, 1998, 54 (10) :2087-2098

[5] Stereoselective intermolecular carboazidation of chiral allylsilanes [J].

Chabaud, L ;

Landais, Y ;

Renaud, P .

ORGANIC LETTERS, 2002, 4 (24) :4257-4260

[6]

Feray L., 2001, RADICALS ORGANIC SYN, V2, P246

[7] Tin-free radical sequences under acidic conditions. Convergent access to azole-containing structures [J].

Gagosz, F ;

Zard, SZ .

ORGANIC LETTERS, 2002, 4 (24) :4345-4348

[8] Design of a radical translocation step through 1, n (n = 5, 6, 7) hydrogen transfers for incorporation into new radical cascades [J].

Gross, A ;

Fensterbank, L ;

Bogen, S ;

Thouvenot, R ;

Malacria, M .

TETRAHEDRON, 1997, 53 (40) :13797-13810

[9]

Kim S, 2001, ANGEW CHEM INT EDIT, V40, P2524, DOI 10.1002/1521-3773(20010702)40:13<2524::AID-ANIE2524>3.0.CO

[10]

2-4

← 1 2 →