Highly cis-selective Horner-Wadsworth-Emmons (HWE) reaction of methyl bis(2,4-difluorophenyl)phosphonoacetate

被引：36

作者：

Kokin, K ^{[1
]}

Motoyoshiya, J ^{[1
]}

Hayashi, S ^{[1
]}

Aoyama, H ^{[1
]}

机构：

[1] SHINSHU UNIV,FAC TEXT SCI & TECHNOL,DEPT CHEM,UEDA,NAGANO 386,JAPAN

来源：

SYNTHETIC COMMUNICATIONS | 1997年 / 27卷 / 14期

关键词：

D O I：

10.1080/00397919708004100

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Of the previously reported Horner-Wadsworth-Emmons (HWE) reaction, the olefination of methyl bis(2,4-difluorophenyl)phosphonoacetate (la) with various aldehydes gave unsaturated esters in the highest cis-selectivity.

引用

页码：2387 / 2392

页数：6

共 7 条

[1] PRACTICAL SYNTHESIS OF Z-UNSATURATED ESTERS BY USING A NEW HORNER-EMMONS REAGENT, ETHYL DIPHENYLPHOSPHONOACETATE [J].

ANDO, K .

TETRAHEDRON LETTERS, 1995, 36 (23) :4105-4108

[2]

ANDO K, 1996, 22 S OK PROGR REACT, P1

[3]

BESTMANN HJ, 1977, TETRAHEDRON LETT, P121

[4] ESTERS CONTAINING PHOSPHORUS .9. [J].

COOK, HG ;

ILETT, JD ;

SAUNDERS, BC ;

STACEY, GJ ;

WATSON, HG ;

WILDING, IGE ;

WOODCOCK, SJ .

JOURNAL OF THE CHEMICAL SOCIETY, 1949, (NOV) :2921-2927

[5] THE WITTIG OLEFINATION REACTION AND MODIFICATIONS INVOLVING PHOSPHORYL-STABILIZED CARBANIONS - STEREOCHEMISTRY, MECHANISM, AND SELECTED SYNTHETIC ASPECTS [J].

MARYANOFF, BE ;

REITZ, AB .

CHEMICAL REVIEWS, 1989, 89 (04) :863-927

[6] INTRAMOLECULAR ENE REACTION OF VINYLPHOSPHONATES - SYNTHETIC APPLICATION TO BICYCLIC COMPOUNDS AND CADALANE AND VALERENIC ACID TERPENOIDS [J].

MINAMI, T ;

UTSUNOMIYA, T ;

NAKAMURA, S ;

OKUBO, M ;

KITAMURA, N ;

OKADA, Y ;

ICHIKAWA, J .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (22) :6717-6727

[7] DIRECT SYNTHESIS OF Z-UNSATURATED ESTERS - A USEFUL MODIFICATION OF THE HORNER-EMMONS OLEFINATION [J].

STILL, WC ;

GENNARI, C .

TETRAHEDRON LETTERS, 1983, 24 (41) :4405-4408

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