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

D Furlani, D Marton, G Tagliavini, M Zordan

Index: Furlani, Donatella; Marton, Daniele; Tagliavini, Giuseppe; Zordan, Michele Journal of Organometallic Chemistry, 1988 , vol. 341, p. 345 - 356

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Citation Number: 2

Abstract

Abstract 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: Bu 2 RSnCl+ R′ COR ″+ 12H 2 O→ R (HO) CR′ R ″+ 12 (Bu 2 SnCl) 2 O↓ where R= allyl, crotyl, 1- methylallyl, cyclohex-2-enyl, or cinnamyl group, R′= H or alkyl group, R ″≠ R′= alkyl ...