A new synthesis of alkylidenecyclopropanes by the Julia-Lythgoe-type olefination using sulfones and sulfoxides

被引：21

作者：

Bernard, AM ^{[1
]}

Frongia, A ^{[1
]}

Piras, PP ^{[1
]}

Secci, F ^{[1
]}

机构：

[1] Univ Cagliari, Dipartimento Sci Chim, I-09042 Cagliari, Italy

来源：

SYNLETT | 2004年 / 06期

关键词：

olefination; carbocycles; sulfones; sulfoxides; alkylidenecyclopropanes;

D O I：

10.1055/s-2004-822899

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first use of the Julia-Lythgoe-type olefination with cyclopropylsulfones and cyclopropylsulfoxides for the synthesis of alkylidenecyclopropanes is reported.

引用

页码：1064 / 1068

页数：5

共 48 条

[1] ASYMMETRIC TOTAL SYNTHESIS OF THE INDIVIDUAL DIASTEREOISOMERS OF HYPOGLYCIN-A [J].

BALDWIN, JE ;

ADLINGTON, RM ;

BEBBINGTON, D ;

RUSSELL, AT .

TETRAHEDRON, 1994, 50 (41) :12015-12028

[2] A new entry to alkylidenecyclopropanes through a Ramberg-Backlund rearrangement of cyclopropylsulfones [J].

Bernard, AM ;

Frongia, A ;

Piras, PP .

SYNTHETIC COMMUNICATIONS, 2003, 33 (05) :801-817

[3] Synthesis of tertiary cyclobutanols through stereoselective ring expansion of oxaspiropentanes induced by Grignard reagents [J].

Bernard, AM ;

Floris, C ;

Frongia, A ;

Piras, PP .

TETRAHEDRON, 2000, 56 (26) :4555-4563

[4] Synthesis of mono-, di-, and trisilyl-substituted alkenes via the hydrosilylation of methylenecyclopropanes catalyzed by Rh(I) complexes [J].

Bessmertnykh, AG ;

Blinov, KA ;

Grishin, YK ;

Donskaya, NA ;

Tveritinova, EV ;

Yureva, NM ;

Beletskaya, IP .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (17) :6069-6076

[5]

BINGER P, 1987, TOP CURR CHEM, V135, P77

[6] Synthesis of methylene- and alkylidenecyclopropane derivatives [J].

Brandi, A ;

Goti, A .

CHEMICAL REVIEWS, 1998, 98 (02) :589-635

[7] Heterocycles from alkylidenecyclopropanes [J].

Brandi, A ;

Cicchi, S ;

Cordero, FM ;

Goti, A .

CHEMICAL REVIEWS, 2003, 103 (04) :1213-1269

[8]

Camacho DH, 1999, ANGEW CHEM INT EDIT, V38, P3365, DOI 10.1002/(SICI)1521-3773(19991115)38:22<3365::AID-ANIE3365>3.0.CO

[9]

2-5

[10] ME3SICN .7. PALLADIUM-CATALYZED AND NICKEL-CATALYZED REACTION OF METHYLENECYCLOPROPANES WITH TRIMETHYLSILYL CYANIDE [J].

CHATANI, N ;

TAKEYASU, T ;

HANAFUSA, T .

TETRAHEDRON LETTERS, 1988, 29 (32) :3979-3982

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