THE JOHNSON-CLAISEN REARRANGEMENT OF 5-HYDROXY-2-METHYLENEALKANENITRILES - STEREOSELECTIVE SYNTHESIS OF FUNCTIONALIZED TRISUBSTITUTED ALKENES

被引：37

作者：

BASAVAIAH, D

PANDIARAJU, S

机构：

[1] School of Chemistry, University of Hyderabad, Hyderabad

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 05期

关键词：

D O I：

10.1016/0040-4039(94)02360-N

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple stereoselective synthesis of ethyl (4Z)-4-cyanoalk-4-enoates via the Johnson-Claisen rearrangement of 3-hydroxy-2-methylenealkanenitriles is described.

引用

页码：757 / 758

页数：2

共 12 条

[1] HYDROXYALKYLATION OF METHYLVINYL KETONES AND ACRYLONITRILE IN THE PRESENCE OF 1,4-DIAZABICYCLO[2.2.2]OCTANE
AMRI, H
VILLIERAS, J
[J]. TETRAHEDRON LETTERS, 1986, 27 (36) : 4307 - 4308
[2] APPLICATIONS OF BAYLIS-HILLMAN COUPLING PRODUCTS - A REMARKABLE REVERSAL OF STEREOCHEMISTRY FROM ESTERS TO NITRILES - A SIMPLE SYNTHESIS OF (2E)-2-METHYLALK-2-EN-1-OLS AND (2Z)-2-METHYLALK-2-ENENITRILES
BASAVAIAH, D
SARMA, PKS
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (13) : 955 - 957
[3] BASAVAIAH D, UNPUB
[4] BASAVAIAH D, 1986, TETRAHEDRON LETT, V20, P2031
[5] BEHRENS U, 1991, SYNTHESIS-STUTTGART, P644
[6] SYNTHESIS OF USEFUL INTERMEDIATES FROM THE CLAISEN-REARRANGEMENT OF ALPHA-HYDROXY ALKYL ACRYLATE PRECURSORS
DREWES, SE
EMSLIE, ND
KARODIA, N
LOIZOU, G
[J]. SYNTHETIC COMMUNICATIONS, 1990, 20 (10) : 1437 - 1443
[7] SYNTHETIC POTENTIAL OF THE TERTIARY-AMINE-CATALYSED REACTION OF ACTIVATED VINYL CARBANIONS WITH ALDEHYDES
DREWES, SE
ROOS, GHP
[J]. TETRAHEDRON, 1988, 44 (15) : 4653 - 4670
[8] ON THE UTILITY OF ALPHA-HETEROATOM SUBSTITUTED ORTHOESTERS IN THE JOHNSON-CLAISEN REARRANGEMENT
ELWORTHY, TR
MORGANS, DJ
PALMER, WS
REPKE, DB
SMITH, DB
WALTOS, AM
[J]. TETRAHEDRON LETTERS, 1994, 35 (28) : 4951 - 4954
[9] DABCO-CATALYZED COUPLING OF ALDEHYDES WITH ACTIVATED DOUBLE-BONDS .4. STEREOSELECTIVE SYNTHESIS OF TRISUBSTITUTED OLEFINS AND TERPENOID BUILDING-BLOCKS VIA 2-(HYDROXYALKYL)-2-PROPENOIC ESTERS
HOFFMANN, HMR
RABE, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (20) : 3849 - 3859
[10] A SIMPLE STEREOSELECTIVE VERSION OF CLAISEN REARRANGEMENT LEADING TO TRANS-TRISUBSTITUTED OLEFINIC BONDS . SYNTHESIS OF SQUALENE
JOHNSON, WS
WERTHEMANN, L
BARTLETT, WR
BROCKSOM, TJ
LI, TT
FAULKNER, DJ
PETERSEN, MR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (03) : 741 - +

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