Tetrahedron letters

A general synthesis of β-silylallenes from allylsilanes

M Lahrech, S Hacini, JL Parrain, M Santelli

Index: Lahrech, Mokhtar; Hacini, Salih; Parrain, Jean-Luc; Santelli, Maurice Tetrahedron Letters, 1997 , vol. 38, # 19 p. 3395 - 3398

Full Text: HTML

Citation Number: 15

Abstract

β-Trimethylsilyl allenes have been prepared in fair to good yields from allylsilanes by successive dibromocarbene addition and rearrangement of the cyclopropylidenes. In the case of 3, 6-bis (trimethylsilyl) cyclohexa-1, 4-diene, insertion of dibromocarbene occurs in the silicon-carbon bond leading to α-bromobenzyltrimethylsilane.

Related Articles:

Rates and Mechanism for the Solvolyses of 2, 2-Dimethyl-2-sila-1-indanyl Bromide and α-Trialkylsilylbenzyl p-Toluenesulfonates. α-Silicon Effect on the Stability of …

[Shimizu, Nobujiro; Osajima, Erika; Tsuno, Yuho Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 4 p. 1145 - 1152]

Scope and limitation of the [1, 2]-phenylsulfanyl (PhS) migration in the synthesis of tetrahydrofurans and tetrahydropyrans from common triol precursors

[House, David; Kerr, Fraser; Warren, Stuart Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 23 p. 2652 - 2662]

Trimethylsilylation of carbenoids generated in situ from allyl and benzyl halides

[Andringa, H.; Heus-Kloos, Y.A.; Brandsma, L. Journal of Organometallic Chemistry, 1987 , vol. 336, p. C41 - C43]

Electrochemical Formation and Dimerization of α-Substituted Benzyl Radicals. Steric Effects on Dimerization

[Fry, Albert J.; Porter, John M.; Fry, Peter F. Journal of Organic Chemistry, 1996 , vol. 61, # 9 p. 3191 - 3194]

Lösungsmittel??und Struktureffekte bei der Photobromierung von Aryltrimethylsilanen; Wechsel des Mechanismus von Wasserstoffatom??zu Eletronentransfer

[Baciocchi, Enrico; Crescenzi, Manuela Angewandte Chemie, 1990 , vol. 102, # 6 p. 687 - 688]

More Articles...