A stereoselective one-pot synthesis of perhydro-7a-hydroxy-7-phenylthiofurano[3,2-b]pyran via an Acid-catalysed deprotection/double cyclisation/rearrangement sequence

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• 作者：Edwards ; Neil ; Macritchie ; Jacqueline A. ; Parsons ; Philip J.
• 刊名：Tetrahedron Letters
• 出版年：1998
• 出版时间：May 21, 1998
• 年：1998
• 卷：39
• 期：21
• 页码：3605-3608
• 全文大小：158 K

文摘

Treatment of 1,3-bis-[(tert-butyldimethylsilyloxy)ethyl]-1-phenylsulfinyl-1,2-propadiene with aqueous HF in acetonitrile led to the formation of the title compound as one diastereoisomer (from NMR analysis). The reaction was carried out under thermodynamic conditions, and underwent a double deprotection/double cyclisation/rearrangement sequence.