TRANSITION STRUCTURE FOR THE [2,3]-WITTIG REARRANGEMENT AND ANALYSIS OF STEREOSELECTIVITIES

被引：95

作者：

WU, YD

HOUK, KN

MARSHALL, JA

机构：

[1] UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024

[2] UNIV S CAROLINA,DEPT CHEM,COLUMBIA,SC 29208

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 05期

关键词：

D O I：

10.1021/jo00292a007

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

: The transition structures for Wittig rearrangements of allyl lithiomethyl ether and substituted derivatives, located with ab initio molecular orbital calculations, provide a new hypothesis to account for the stereochemistries of these reactions. © 1990, American Chemical Society. All rights reserved.

引用

页码：1421 / 1423

页数：3

共 42 条

[31] SYNTHETIC STUDIES OF THE NARGENICINS - INTRODUCTION OF THE C-14-C-19 SIDE-CHAIN BY DIASTEREOSELECTIVE [2,3] WITTIG REARRANGEMENT OF A TERTIARY ALLYLIC ETHER
ROSSANO, LT
PLATA, DJ
KALLMERTEN, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (21) : 5189 - 5191
[32] INTERMOLECULAR ORBITAL THEORY OF INTERACTION BETWEEN CONJUGATED SYSTEMS .2. THERMAL AND PHOTOCHEMICAL CYCLOADDITIONS
SALEM, L
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (03) : 553 - &
[33] 1,4-CHIRALITY TRANSFER VIA THE [2,3]-WITTIG REARRANGEMENT OF CHIRAL ALLYLIC PROPARGYL ETHER SYSTEM - A NEW, PRACTICAL ENTRY TO CHIRAL PROPARGYLIC ALCOHOLS
SAYO, N
SHIRAI, F
NAKAI, T
[J]. CHEMISTRY LETTERS, 1984, (02) : 255 - 258
[34] ON THE STRUCTURE OF THE ALLYL ANION
SCHLEYER, PV
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (16) : 4793 - 4794
[35] RECENT RESULTS IN CARBANION CHEMISTRY
SCHOLLKOPF, U
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1970, 9 (10) : 763 - +
[36] TRANSITION STRUCTURES OF PERICYCLIC-REACTIONS - ELECTRON CORRELATION AND BASIS SET EFFECTS ON THE TRANSITION STRUCTURE AND ACTIVATION-ENERGY OF THE ELECTROCYCLIZATION OF CYCLOBUTENE TO BUTADIENE
SPELLMEYER, DC
HOUK, KN
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (11) : 3412 - 3416
[37] HIGHLY STEREOSELECTIVE SYNTHESIS OF Z-TRISUBSTITUTED OLEFINS VIA [2,3]-SIGMATROPIC REARRANGEMENT - PREFERENCE FOR A PSEUDOAXIALLY SUBSTITUTED TRANSITION-STATE
STILL, WC
MITRA, A
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (06) : 1927 - 1928
[38] ASYMMETRIC [2,3]-WITTIG REARRANGEMENT INVOLVING A CHIRAL ESTER ENOLATE TERMINUS - A CHIRAL SYNTHESIS OF ERYTHRO-ALPHA-HYDROXY-BETA-ALKYL CARBOXYLIC-ACID DERIVATIVES
TAKAHASHI, O
MIKAMI, K
NAKAI, T
[J]. CHEMISTRY LETTERS, 1987, (01) : 69 - 72
[39] TROST BM, 1979, SULFUR YLIDES, pCH7
[40] UCHIKAWA M, 1986, TETRAHEDRON LETT, V27, P4591

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