Asymmetric diene cyclization/hydrosilylation/oxidation employing 1-tert-butyl-3,3-dimethyl-1,1-diphenyldisiloxane

Journal Article (Journal Article)

A 1:1 mixture of (N-N)Pd(Me)Cl [N-N=(R)-(+)-4-isopropyl-2-(2-pyridinyl)-2-oxazoline] (1) and NaBAr4 [Ar=3,5-C6H3(CF3)2] catalyzed the asymmetric cyclization/hydrosilylation of functionalized 1,6-dienes with 1-tert-butyl-3,3-dimethyl-1,1-diphenyldisiloxane at -20°C to form silylated cyclopentanes in good yield with up to 95% ee. These silylated carbocycles underwent oxidative cleavage of the C-Si bond with H2O2 at room temperature to form the corresponding alcohols. (C) 2000 Elsevier Science Ltd.

Full Text

Duke Authors

Cited Authors

  • Pei, T; Widenhoefer, RA

Published Date

  • September 30, 2000

Published In

Volume / Issue

  • 41 / 40

Start / End Page

  • 7597 - 7600

International Standard Serial Number (ISSN)

  • 0040-4039

Digital Object Identifier (DOI)

  • 10.1016/S0040-4039(00)01321-6

Citation Source

  • Scopus