The Journal of Organic Chemistry

New developments in heterocyclic silyl enol ether chemistry: synthesis and Lewis acid-mediated reactions with carbon electrophiles of 2, 5-bis (trimethylsiloxy) …

L Lozzi, A Ricci, M Taddei

Index: Lozzi, Luisa; Ricci, Alfredo; Taddei, Maurizio Journal of Organic Chemistry, 1984 , vol. 49, # 18 p. 3408 - 3410

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Citation Number: 22

Abstract

Although heterocyclic mono silyl enol ethers such as 2-(trimethylsilo~ y) furan,'~~- thiophene? and-pyrrole2 show reactivity with electrophiles, in acidiclbV2 or basicla conditions, predictable on the grounds of the behavior of aliphatic and aromatic silyl enol ethers? the recently reported 2, 5-bis (trimethylsiloxy) furan (6) 4a exhibits several unexpected features with electrophiles and TiC14. 4b We now report the synthesis of the ...