New Binuclear Allylating Reagents for Allylation of Aromatic Aldehydes

Chem. J. Chinese Universities

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New Binuclear Allylating Reagents for Allylation of Aromatic Aldehydes

WEI Xiao-Ning, LIU Ling-Yan, YU Lei, CHANG Wei-Xing, LI Jing*

State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China

Received:2007-07-04 Revised:1900-01-01 Online:2008-04-10 Published:2008-04-10
Contact: LI Jing

Abstract

Abstract: A new and simple methodology was reported for the allylation of aromatic aldehydes. In this protocol, new type of binuclear allylmetal reagents(with Sn—Mn, M=Mn or Fe) reacted with aldehydes in dichloromethane, without any other additives, to form homoallylic alcohols with yields from moderate to higher yields(42%—98%). Ample examples showed us that Tin-promoted carbonyl allylation is normally effected by either Sn(CH2CHCH2)4 or Bu3Sn(CH2CHCH2). In our work, we had synthesized three new binuclear compounds, a novel type of allylating reagent containing Sn—M bond(M=Mn or Fe). And it was found that they could also be applied in the allylation of aldehydes. This system owns the virtues of operational simplicity and more moderate condition. The allyl group in these binuclear compounds has been proved to be more reactive by the co-mediation of the transition metal groups and the bond formation of the M—Sn.

Key words: Binuclear allylating reagent, Allylation, Aldehyde

CLC Number:

O621.25+8

TrendMD:

WEI Xiao-Ning, LIU Ling-Yan, YU Lei, CHANG Wei-Xing, LI Jing*. New Binuclear Allylating Reagents for Allylation of Aromatic Aldehydes[J]. Chem. J. Chinese Universities, doi: .

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New Binuclear Allylating Reagents for Allylation of Aromatic Aldehydes

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