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Use of Pentamethyldisiloxane in the Palladium-Catalyzed cyclization/hydrosilylation of Functionalized Dienes

Use of Pentamethyldisiloxane in the Palladium-Catalyzed cyclization/hydrosilylation of Functionalized Dienes

T Pei, R A Widenhoefer

Org Lett. 2000 May 18;2(10):1469-71.

PMID: 10814475

Abstract:

[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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP1438820	Pentamethyldisiloxane		1438-82-0	Price

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