Selective ring opening cross metathesis of cyclopropenone ketal: a one step synthesis of protected divinyl ketones

被引：30

作者：

Michaut, M ^{[1
]}

Parrain, JL ^{[1
]}

Santelli, M ^{[1
]}

机构：

[1] Fac Sci St Jerome, CNRS, Organ Synth Lab, F-13397 Marseille 20, France

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 23期

关键词：

D O I：

10.1039/a807064d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Grubbs ruthenium complex efficiently catalyses ring opening cross metathesis of cyclopropenone ketal and terminal olefins to afford 1,4-divinyl ketone ketals in good yields.

引用

页码：2567 / 2568

页数：2

共 17 条

[1] LIVING RING-OPENING METATHESIS POLYMERIZATION OF 2,3-DIFUNCTIONALIZED NORBORNADIENES BY MO(CH-TERT-BU)(N-2,6-C6H3-ISO-PR2)(O-TERT-BU)2 [J].

BAZAN, GC ;

KHOSRAVI, E ;

SCHROCK, RR ;

FEAST, WJ ;

GIBSON, VC ;

OREGAN, MB ;

THOMAS, JK ;

DAVIS, WM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (23) :8378-8387

[2] LIVING RING-OPENING METATHESIS POLYMERIZATION OF 2,3-DIFUNCTIONALIZED 7-OXANORBORNENES AND 7-OXANORBORNADIENES BY MO(CHCME2R)(N-2,6-C6H3-ISO-PR2)(O-TERT-BU)2 AND MO(CHCME2R)(N-2,6-C6H3-ISO-PR2)(OCME2CF3)2 [J].

BAZAN, GC ;

OSKAM, JH ;

CHO, HN ;

PARK, LY ;

SCHROCK, RR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (18) :6899-6907

[3] Preparation of allylsilanes via cross-metathesis [J].

Crowe, WE ;

Goldberg, DR ;

Zhang, ZJ .

TETRAHEDRON LETTERS, 1996, 37 (13) :2117-2120

[4] Well-defined ruthenium olefin metathesis catalysts: Mechanism and activity [J].

Dias, EL ;

Nguyen, ST ;

Grubbs, RH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (17) :3887-3897

[5] RING-CLOSING METATHESIS AND RELATED PROCESSES IN ORGANIC-SYNTHESIS [J].

GRUBBS, RH ;

MILLER, SJ ;

FU, GC .

ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (11) :446-452

[6]

HERISSON JL, 1970, MAKROMOL CHEM, V141, P161

[7] GENERAL-SYNTHESIS OF CYCLOPROPENONES AND THEIR ACETALS [J].

ISAKA, M ;

EJIRI, S ;

NAKAMURA, E .

TETRAHEDRON, 1992, 48 (11) :2045-2057

[8] SELECTIVE RING-OPENING CROSS-METATHESIS - SHORT SYNTHESES OF MULTIFIDENE AND VIRIDIENE [J].

RANDALL, ML ;

TALLARICO, JA ;

SNAPPER, ML .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (37) :9610-9611

[9]

SANTELLIROUVIER C, 1983, SYNTHESIS-STUTTGART, P429

[10] CATALYTIC RING-CLOSING METATHESIS - A NEW, POWERFUL TECHNIQUE FOR CARBON-CARBON COUPLING IN ORGANIC-SYNTHESIS [J].

SCHMALZ, HG .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (17) :1833-1836

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