Organic letters

Synthesis of 2-indanones via [4+ 1] annulation reactions of (trialkylsilyl) arylketenes

AM Dalton, Y Zhang, CP Davie, RL Danheiser

Index: Dalton, Audra M.; Zhang, Yongjun; Davie, Christopher P.; Danheiser, Rick L. Organic Letters, 2002 , vol. 4, # 15 p. 2465 - 2468

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Citation Number: 34

Abstract

(Trialkylsilyl) arylketenes combine with (trimethylsilyl) diazomethane in a new [4+ 1] annulation process leading to 2-indanone derivatives. The (trialkylsilyl) arylketene annulation substrates are available via the photochemical Wolff rearrangement of α-silyl-α- diazo ketones, which are themselves prepared by silylation of the corresponding diazo ketones. The mechanism of the annulation reaction is proposed to involve the formation of ...