40596-15-4

Upstream product

• 123-38-6 propionaldehyde 
• 19752-27-3 1-phenylprop-2-enyl(tributyl)stannane 
• 74785-32-3 (E)-cinnamyl(tributyl)tin 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 588-73-8 (Z)-β-bromostyrene 
• 40595-34-4 (E)-trimethyl(3-phenylallyl)silane 
• 40595-35-5 (Z)-1-phenyl-3-(trimethylsilyl)-1-propene 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 29268-75-5 3,3-Dichloro-1-phenyl-1-propene 
• 4392-24-9 Cinnamyl bromide 

Downstream Products

• 70982-75-1 α-(1-Hydroxypropyl)benzenessigsaeure 
• 70982-75-1 α-(1-Hydroxypropyl)benzenessigsaeure 

Relevant academic research and scientific papers

Allylic tin(IV)-tin(II) chloride-acetonitrile as a novel system for allylation of carbonyls or imines

Effective allylation of aldehydes, ketones and imines was accomplished by allylic tributyltins 1 in the presence of SnCl2 in an acetonitrile solution. In this reaction system, Sn(IV)-Sn(II) transmetallation must play a key role, generating the

Reaction of allylic-type diindium compounds with electrophiles

Allylic-type diindium reagents were prepared from 3-bromo-1-iodopropene (1a), 3-bromo-1-iodo-1-phenylpropene (1b), or 2,4-diiodobut-2-en-1-ol (1c) with metallic indium, and their successive coupling with electrophiles was examined. The coupling behavior o

Reaction of α-halo organoindium reagents with carbonyl compounds and electron-deficient alkenes

A variety of α-halo organoindium reagents were prepared in situ from the reaction of gem-dihalo compounds with indium metal, and their reactions with carbonyl compounds and electron-deficient alkenes were examined. The reactions of simple 1,1-diiodoalkanes with indium metal gave no defined products but benzal iodide gave stilbene in a moderate yield. α-Halo organoindium reagents derived from α,α-dibromo carbonyl compounds gave oxiranes and cyclopropanes upon the reactions with aldehydes and alkenes, respectively. 3,3-Dichloropropenes reacted with aldehydes in the presence of indium metal to give the corresponding chlorohydrins and/or homoallylalcohols, depending on the structures of both the dichloropropenes and aldehydes employed.

DIASTEREOSELECTIVITY, DIASTEREOFACIAL SELECTIVITY AND REGIOSELECTIVITY IN THE REACTIONS OF CYNNAMYL CHLORIDE WITH ALDEHYDES MEDIATED BY TIN AND ALUMINIUM

The reaction of cinnamyl chlorie with a series of aryl and alkyl aldehydes mediated by tin and aluminium has been shown to be regioselective and threo diastereoselective.For aldehydes with chirality adjacent to the carbonyl function some diastereofacial s

Hydrated ?-bonded organometallic cations in organic synthesis. I. Allyl-, crotyl-, 1-methylallyl-, cyclohex-2-enyl-, and cinnamyl-stannation of carbonyl compounds in water

Homoallylic alcohols can be prepared in water by allyl-, crotyl-, 1-methylallyl-, cyclohex-2-enyl-, or cinnamyl-stannation of such carbonyl compounds as aldehydes, dialdehydes, and ketones, as well as acetals.The procedure is based on: Bu2RSnCl + R'COR" + (1/2)H2O -> R(HO)CR'R" + (1/2)(Bu2SnCl)2O where R = allyl, crotyl, 1-methylallyl, cyclohex-2-enyl, or cinnamyl group, R' = H or alkyl group, R" R'= alkyl group.In most cases, the reaction products are obtained rapidly in high yields (80-100percent).Hydrated organometallic cations Bu2RSn+(aq) are partly involved.These results, together with those already published on 2-propynyl-and allenyl-stannation, indicate the value of this procedure.

HIGHLY DIASTEREOSELECTIVE REACTIONS OF (E)-CINNAMYL CHLORIDE WITH ALDEHYDES MEDIATED BY TIN AND ALUMINIUM

The reactions of (E)-cinnamyl chloride with aldehydes in H2O:THF:HBr in the presence of tin and aluminium powders proceed with very high stereoselectivity.

ERYTHROSELECTIVITY IN ADDITION OF γ-SUBSTITUTED ALLYLSILANES TO ALDEHYDES IN THE PRESENCE OF TITANIUM CHLORIDE

(E)-Crotyltrimethylsilane and (E)-cinnamyltrimethylsilane were allowed to react with aldehydes (RCHO: t-Bu, i-Pr, Et, Me) in the presence of titanium chloride to give erythro homoallyl alcohols with over 93percent selectivity.Lower erythroselectivity was observed in the reaction of (Z)-allylsilanes.