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Volumn 38, Issue 6, 2009, Pages 564-565

Gallium(III) chloride-catalyzed Sakurai reaction of α-amido sulfones with allyltrimethylsilane: Access to synthesis of 2,6-disubstituted piperidine alkaloid derivatives

(4) Kumar, R Sateesh Chandra a Reddy, G Venkateswar a Babu, K Suresh a Rao, J Madhusudana a

a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 67650475878 PISSN: 03667022 EISSN: 13480715 Source Type: Journal
DOI: 10.1246/cl.2009.564 Document Type: Article

Times cited : (14)

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- General experimental procedure for the synthesis of homoallylamines 3: To a solution of α-amido sulfone 1 (1 mmol) and GaCl3 (5 mol , in CH2Cl2 (5 mL) was added allyltriraethylsilane 2 (1.3 mmol) dropwise under nitrogen atmosphere. The mixture was stirred at room temperature. After completion (TLC, the reaction was quenched with distilled water (5 mL) and the mixture was extracted with CH2Cl2 (3 × 10mL, The combined organic portions were washed with water (2 × 10mL) and saturated aqueous NH 4C1 (2 × 10 mL, and dried over anhydrous Na2SO 4 and concentrated under vacuum. The crude product was subjected to column chromatography (silica gel 100-200, hexane-EtOAc) to obtain compounds 3
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- Supporting Information is available electronically on the CSJ-Journal Web site. http://www.csj.jp/journals/chem-lett/index.html.
- Supporting Information is available electronically on the CSJ-Journal Web site. http://www.csj.jp/journals/chem-lett/index.html.

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