The product-catalyzed [2,3]-Wittig rearrangement of silyl enolates generated from α-allyloxy ketones

Yoshinori Sato; Hidehiko Fujisawa; Teruaki Mukaiyama

doi:10.1246/cl.2006.124

The product-catalyzed [2,3]-Wittig rearrangement of silyl enolates generated from α-allyloxy ketones

Yoshinori Sato
, Hidehiko Fujisawa
, Teruaki Mukaiyama

Unknown

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

The [2,3]-Wittig rearrangement of silyl enolates generated from or-allyloxy ketones proceeded smoothly in DMF by the promotion of a catalytic amount of metal alkoxides such as sodium benzylate to afford the corresponding rearrangement product in good yields at room temperature, which indicated that the oxygen anion initially formed in the above product effectively catalyzed the [2,3]-Wittig rearrangement as a Lewis base.

Original language	English
Pages (from-to)	124-125
Number of pages	2
Journal	Chemistry Letters
Volume	35
Issue number	1
DOIs	https://doi.org/10.1246/cl.2006.124
State	Published - 5 Jan 2006
Externally published	Yes

Access to Document

10.1246/cl.2006.124

Cite this

@article{c808010b9b464fcea785ae1d6d010922,

title = "The product-catalyzed [2,3]-Wittig rearrangement of silyl enolates generated from α-allyloxy ketones",

abstract = "The [2,3]-Wittig rearrangement of silyl enolates generated from or-allyloxy ketones proceeded smoothly in DMF by the promotion of a catalytic amount of metal alkoxides such as sodium benzylate to afford the corresponding rearrangement product in good yields at room temperature, which indicated that the oxygen anion initially formed in the above product effectively catalyzed the [2,3]-Wittig rearrangement as a Lewis base.",

author = "Yoshinori Sato and Hidehiko Fujisawa and Teruaki Mukaiyama",

year = "2006",

month = jan,

day = "5",

doi = "10.1246/cl.2006.124",

language = "英語",

volume = "35",

pages = "124--125",

journal = "Chemistry Letters",

issn = "0366-7022",

publisher = "Oxford University Press",

number = "1",

}

TY - JOUR

T1 - The product-catalyzed [2,3]-Wittig rearrangement of silyl enolates generated from α-allyloxy ketones

AU - Sato, Yoshinori

AU - Fujisawa, Hidehiko

AU - Mukaiyama, Teruaki

PY - 2006/1/5

Y1 - 2006/1/5

N2 - The [2,3]-Wittig rearrangement of silyl enolates generated from or-allyloxy ketones proceeded smoothly in DMF by the promotion of a catalytic amount of metal alkoxides such as sodium benzylate to afford the corresponding rearrangement product in good yields at room temperature, which indicated that the oxygen anion initially formed in the above product effectively catalyzed the [2,3]-Wittig rearrangement as a Lewis base.

AB - The [2,3]-Wittig rearrangement of silyl enolates generated from or-allyloxy ketones proceeded smoothly in DMF by the promotion of a catalytic amount of metal alkoxides such as sodium benzylate to afford the corresponding rearrangement product in good yields at room temperature, which indicated that the oxygen anion initially formed in the above product effectively catalyzed the [2,3]-Wittig rearrangement as a Lewis base.

UR - https://www.scopus.com/pages/publications/33645117677

U2 - 10.1246/cl.2006.124

DO - 10.1246/cl.2006.124

M3 - 記事

AN - SCOPUS:33645117677

SN - 0366-7022

VL - 35

SP - 124

EP - 125

JO - Chemistry Letters

JF - Chemistry Letters

IS - 1

ER -

The product-catalyzed [2,3]-Wittig rearrangement of silyl enolates generated from α-allyloxy ketones

Abstract

Access to Document

Other files and links

Fingerprint

Cite this