Use of pentamethyldisiloxane in the palladium-catalyzed cyclization/hydrosilylation of functionalized dienes.

Journal Article (Journal Article)

[reaction--see text] Pentamethyldisiloxane reacts with a range of functionalized dienes in the presence of a catalytic 1:1 mixture of (N-N)Pd(Me)Cl [N-N = 1, 10-phenanthroline or (R)-(+)-4-isopropyl-2-(2-pyridinyl)-2-oxazoline] and NaBAr(4) [Ar = 3,5-C(6)H(3)(CF(3))(2)] to form the corresponding silylated carbocycles in good yield and with good stereoselectivity. Treatment of these silylated carbocycles with excess KF and peracetic acid at room temperature for 48 h formed the corresponding alcohols in excellent yield with retention of stereochemistry.

Full Text

Duke Authors

Cited Authors

  • Pei, T; Widenhoefer, RA

Published Date

  • May 2000

Published In

Volume / Issue

  • 2 / 10

Start / End Page

  • 1469 - 1471

PubMed ID

  • 10814475

Electronic International Standard Serial Number (EISSN)

  • 1523-7052

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol005810u


  • eng