Cleavage of carbon-carbon bonds with high stereochemical control. 6. Asymmetric synthesis of chiral C-centered organosilanes by Haller-Bauer cleavage of optically …

JP Gilday, JC Gallucci, LA Paquette

Index: Gilday, John P.; Gallucci, Judith C.; Paquette, Leo A. Journal of Organic Chemistry, 1989 , vol. 54, # 6 p. 1399 - 1408

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Citation Number: 23

Abstract

Results A Racemic Test Case. The sensitivity of@ keto silanes to thermal rearrangement at quite modest temperatures has long been re~ 0gnized. l~ Regiospecific enolate formation by desilylation of these compounds with certain nucleophiles is no less well-known. 14 In order to assess (9)(a) Hayashi, T.; Konishi, M.; Ito, H.; Kumada, MJ Am. Chem. Soc. 1982, 104, 4962.(b) Hayashi, T.; Kabeta, K.; Yamamoto, T.; Tamao, K.; Kumada, M. Tetrahedron ...