Stereoselective synthesis of olefins by a reductive coupling reaction

Guoxiong Hua; Yang Li; Alexandra M. Z. Slawin; J. Derek Woollins

doi:10.1039/b702818k

Stereoselective synthesis of olefins by a reductive coupling reaction

Guoxiong Hua, Yang Li, Alexandra M. Z. Slawin, J. Derek Woollins

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Abstract

Ketones and aldehydes are converted to symmetrical and (E)-olefins ( 1 - 15) by reaction with 2,4-bis(phenyl)- 1,3-diselenadiphosphetane-2,4- diselenide (PhPSe2)(2), Woollins' reagent, in refluxing toluene; use of diketones was demonstrated by the reaction of PhC(O) CH2C(O) Ph which gives 1,2,4,5-tetraphenylbenzene ( 16) in 83% yield.

Original language	English
Pages (from-to)	1477-1480
Number of pages	4
Journal	Dalton Transactions
Issue number	15
DOIs	https://doi.org/10.1039/b702818k
Publication status	Published - 2007

Keywords

RAY CRYSTAL-STRUCTURES
LOW-VALENT TITANIUM
WOOLLINS REAGENT
CARBONYL-COMPOUNDS
PHOSPHONATE CARBANIONS
SELENOBENZOPHENONES
COMPLEXES
(PHP(SE)(MU-SE))(2)
STEREOCHEMISTRY
SELENOKETONES

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title = "Stereoselective synthesis of olefins by a reductive coupling reaction",

abstract = "Ketones and aldehydes are converted to symmetrical and (E)-olefins ( 1 - 15) by reaction with 2,4-bis(phenyl)- 1,3-diselenadiphosphetane-2,4- diselenide (PhPSe2)(2), Woollins' reagent, in refluxing toluene; use of diketones was demonstrated by the reaction of PhC(O) CH2C(O) Ph which gives 1,2,4,5-tetraphenylbenzene ( 16) in 83\% yield.",

keywords = "RAY CRYSTAL-STRUCTURES, LOW-VALENT TITANIUM, WOOLLINS REAGENT, CARBONYL-COMPOUNDS, PHOSPHONATE CARBANIONS, SELENOBENZOPHENONES, COMPLEXES, (PHP(SE)(MU-SE))(2), STEREOCHEMISTRY, SELENOKETONES",

author = "Guoxiong Hua and Yang Li and Slawin, \{Alexandra M. Z.\} and Woollins, \{J. Derek\}",

year = "2007",

doi = "10.1039/b702818k",

language = "English",

pages = "1477--1480",

journal = "Dalton Transactions",

issn = "1477-9226",

publisher = "Royal Society of Chemistry",

number = "15",

}

TY - JOUR

T1 - Stereoselective synthesis of olefins by a reductive coupling reaction

AU - Hua, Guoxiong

AU - Li, Yang

AU - Slawin, Alexandra M. Z.

AU - Woollins, J. Derek

PY - 2007

Y1 - 2007

N2 - Ketones and aldehydes are converted to symmetrical and (E)-olefins ( 1 - 15) by reaction with 2,4-bis(phenyl)- 1,3-diselenadiphosphetane-2,4- diselenide (PhPSe2)(2), Woollins' reagent, in refluxing toluene; use of diketones was demonstrated by the reaction of PhC(O) CH2C(O) Ph which gives 1,2,4,5-tetraphenylbenzene ( 16) in 83% yield.

AB - Ketones and aldehydes are converted to symmetrical and (E)-olefins ( 1 - 15) by reaction with 2,4-bis(phenyl)- 1,3-diselenadiphosphetane-2,4- diselenide (PhPSe2)(2), Woollins' reagent, in refluxing toluene; use of diketones was demonstrated by the reaction of PhC(O) CH2C(O) Ph which gives 1,2,4,5-tetraphenylbenzene ( 16) in 83% yield.

KW - RAY CRYSTAL-STRUCTURES

KW - LOW-VALENT TITANIUM

KW - WOOLLINS REAGENT

KW - CARBONYL-COMPOUNDS

KW - PHOSPHONATE CARBANIONS

KW - SELENOBENZOPHENONES

KW - COMPLEXES

KW - (PHP(SE)(MU-SE))(2)

KW - STEREOCHEMISTRY

KW - SELENOKETONES

UR - https://www.scopus.com/pages/publications/34047240238

U2 - 10.1039/b702818k

DO - 10.1039/b702818k

M3 - Article

SN - 1477-9226

SP - 1477

EP - 1480

JO - Dalton Transactions

JF - Dalton Transactions

IS - 15

ER -

Stereoselective synthesis of olefins by a reductive coupling reaction

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