Synthesis of Novel Adamantylalkoxyurea Derivatives from 2-(1-Adamantylimino)-1,3-oxathiolane

Andrey Shirayev; Paul Kong Thoo lin; Igor K. Moiseev

doi:10.1055/s-1997-1510

Synthesis 1997; 1997(1): 38-40
DOI: 10.1055/s-1997-1510

short paper

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Synthesis of Novel Adamantylalkoxyurea Derivatives from 2-(1-Adamantylimino)-1,3-oxathiolane

Andrey Shirayev¹ , Paul Kong Thoo lin² , Igor K. Moiseev³

¹School of Applied Sciences, The Robert Gordon University, St. Andrew Street, Aberdeen AB25 1HG, Scotland, Fax +44 (1224) 262828; E-mail: APSPK@App-Science.rgu.ac.uk
²School of Applied Sciences, The Robert Gordon University, St. Andrew Street, Aberdeen AB25 1HG, Scotland, Fax +44 (1224) 262828
³Laboratory of Organic Chemistry, State Technical University, 443010 Samara, Russia

Abstract

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2-(1-Adamantylimino)-5-methyl-1,3-oxathiolane 1 was synthesised from the reaction between adamantan-1-ol and 1-thiocyanopropan-2-ol in sulphuric acid. Compound 1 undergoes ring opening followed by elimination to afford novel adamantane alkoxyureas 3 a-d and 5 a, b with a number of oxyamino nucleophiles 2 a-d and 4 a, b.

oxathiolane - alkoxyureas - adamantyl - oxyamino nucleophiles

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