Radical addition of ethers to imines initiated by dimethylzinc

被引：111

作者：

Yamada, K ^{[1
]}

Fujihara, H ^{[1
]}

Yamamoto, Y ^{[1
]}

Miwa, Y ^{[1
]}

Taga, T ^{[1
]}

Tomioka, K ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 20期

关键词：

D O I：

10.1021/ol0266572

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Ethers undergo addition to imines in the presence of dimethylzine and air through a radical process.

引用

页码：3509 / 3511

页数：3

共 41 条

[1] Reactions of methyl 2-aryl-2H-azirine-3-carboxylates with nucleophiles [J].

Alves, MJ ;

Gilchrist, TL ;

Sousa, JH .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (10) :1305-1310

[2] Diethylzinc: A chain-transfer agent in intermolecular radical additions. A parallel with triethylborane [J].

Bertrand, MP ;

Feray, L ;

Nouguier, R ;

Perfetti, P .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (25) :9189-9193

[3]

Bertrand MP, 1999, SYNLETT, P1148

[4] Et3B- and Et2Zn-mediated radical additions to glyoxylate imines, compared stereoinductions [J].

Bertrand, MP ;

Coantic, S ;

Feray, L ;

Nouguier, R ;

Perfetti, P .

TETRAHEDRON, 2000, 56 (24) :3951-3961

[5] OXYGEN-INDUCED REACTIONS OF ORGANOBORANES WITH INERT ALPHA,BETA-UNSATURATED CARBONYL DERIVATIVES . A CONVENIENT NEW ALDEHYDE AND KETONE SYNTHESIS VIA HYDROBORATION [J].

BROWN, HC ;

KABALKA, GW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (03) :714-&

[6] Chemistry of acyl radicals [J].

Chatgilialoglu, C ;

Crich, D ;

Komatsu, M ;

Ryu, I .

CHEMICAL REVIEWS, 1999, 99 (08) :1991-2069

[7]

CITTERIO A, 1986, SYNTHESIS-STUTTGART, P473

[8] Synthesis of styryl tetrahydrofurans and tetrahydropyrans via addition of radicals to unsaturated sulfimides. [J].

Clark, AJ ;

Rooke, S ;

Sparey, TJ ;

Taylor, PC .

TETRAHEDRON LETTERS, 1996, 37 (06) :909-912

[9] Free radical cyclizations involving nitrogen [J].

Fallis, AG ;

Brinza, IM .

TETRAHEDRON, 1997, 53 (52) :17543-17594

[10] SYNTHETIC APPLICATIONS OF PHOTOCHEMICALLY INDUCED ADDITION OF OXYCARBINYL SPECIES TO ALPHA-ENONES .2. ADDITION OF KETALS, ALDEHYDES, AND POLYFUNCTIONAL SPECIES [J].

FRASERREID, B ;

ANDERSON, RC ;

HICKS, DR ;

WALKER, DL .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1977, 55 (23) :3986-3995

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