Stereospecificity of the 1,2-Wittig rearrangement: How chelation effects influence stereochemical outcome

被引：31

作者：

Maleczka, RE ^{[1
]}

Geng, F ^{[1
]}

机构：

[1] Michigan State Univ, Dept Chem, E Lansing, MI 48824 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1998年 / 120卷 / 33期

关键词：

D O I：

10.1021/ja981696n

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

页码：8551 / 8552

页数：2

共 16 条

[1] WITTIG REARRANGEMENT OF AROMATIC ACETALS AND KETALS INDUCED BY REDUCTIVE ELECTRON-TRANSFER [J].

AZZENA, U ;

DENURRA, T ;

MELLONI, G ;

PIRODDI, AM .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (20) :5532-5535

[2]

EVANS DA, 1978, TETRAHEDRON LETT, P3315

[3] A NOVEL ENTRY INTO WITTIG REARRANGEMENTS - A STEREOSELECTIVE [1,2]-WITTIG REARRANGEMENT WITH INVERSION OF CONFIGURATION AT THE CARBANION CENTER [J].

HOFFMANN, R ;

BRUCKNER, R .

CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (08) :1957-1963

[4] ASYMMETRIC INDUCTION IN REDUCTIVELY INITIATED [2,3]-WITTIG AND RETRO [1,4]-BROOK REARRANGEMENTS OF SECONDARY CARBANIONS [J].

HOFFMANN, R ;

BRUCKNER, R .

CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (06) :1471-1484

[5] A STEREOSPECIFIC CONVERGENT COUPLING OF NUCLEOPHILIC AND ELECTROPHILIC CHIRAL CARBONS [J].

MATTESON, DS ;

TRIPATHY, PB ;

SARKAR, A ;

SADHU, KM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (12) :4399-4402

[6] [2,3]-WITTIG SIGMATROPIC REARRANGEMENTS IN ORGANIC-SYNTHESIS [J].

NAKAI, T ;

MIKAMI, K .

CHEMICAL REVIEWS, 1986, 86 (05) :885-902

[7] ASYMMETRIC REACTIONS .3. STEREOSELECTIVITY DIFFERENCE BETWEEN GRIGNARD AND ALKYLLITHIUM REACTIONS WITH 2,3-O-SUBSTITUTED-D-GLYCERALDEHYDES [J].

OHGO, Y ;

YOSHIMUR.J ;

KONO, M ;

SATO, T .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1969, 42 (10) :2957-+

[8] ASYMMETRIC INDUCTION IN THE WITTIG-STILL REARRANGEMENT OF ETHERS CONTAINING AN ALLYLIC STEREOCENTER - DIASTEREOCONTROL BY ALLYLIC OXYGEN [J].

PRIEPKE, H ;

BRUCKNER, R .

CHEMISCHE BERICHTE, 1990, 123 (01) :153-168

[9]

SCHAFER H, 1968, TETRAHEDRON LETT, P2809

[10] STEREOCHEMISTRY OF THE 1,2-WITTIG REARRANGEMENT - A SYNTHESIS OF SYN-1,3-DIOL MONOETHERS [J].

SCHREIBER, SL ;

GOULET, MT .

TETRAHEDRON LETTERS, 1987, 28 (10) :1043-1046

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