Use of pentamethyldisiloxane in the palladium-catalyzed cyclization/hydrosilylation of functionalized dienes.
Publication
, Journal Article
Pei, T; Widenhoefer, RA
Published in: Organic letters
May 2000
[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.
Duke Scholars
Published In
Organic letters
DOI
EISSN
1523-7052
ISSN
1523-7060
Publication Date
May 2000
Volume
2
Issue
10
Start / End Page
1469 / 1471
Related Subject Headings
- Silanes
- Palladium
- Organic Chemistry
- Molecular Structure
- Molecular Conformation
- Indicators and Reagents
- Drug Design
- Cyclization
- Catalysis
- 34 Chemical sciences
Citation
APA
Chicago
ICMJE
MLA
NLM
Pei, T., & Widenhoefer, R. A. (2000). Use of pentamethyldisiloxane in the palladium-catalyzed cyclization/hydrosilylation of functionalized dienes. Organic Letters, 2(10), 1469–1471. https://doi.org/10.1021/ol005810u
Pei, T., and R. A. Widenhoefer. “Use of pentamethyldisiloxane in the palladium-catalyzed cyclization/hydrosilylation of functionalized dienes.” Organic Letters 2, no. 10 (May 2000): 1469–71. https://doi.org/10.1021/ol005810u.
Pei T, Widenhoefer RA. Use of pentamethyldisiloxane in the palladium-catalyzed cyclization/hydrosilylation of functionalized dienes. Organic letters. 2000 May;2(10):1469–71.
Pei, T., and R. A. Widenhoefer. “Use of pentamethyldisiloxane in the palladium-catalyzed cyclization/hydrosilylation of functionalized dienes.” Organic Letters, vol. 2, no. 10, May 2000, pp. 1469–71. Epmc, doi:10.1021/ol005810u.
Pei T, Widenhoefer RA. Use of pentamethyldisiloxane in the palladium-catalyzed cyclization/hydrosilylation of functionalized dienes. Organic letters. 2000 May;2(10):1469–1471.
Published In
Organic letters
DOI
EISSN
1523-7052
ISSN
1523-7060
Publication Date
May 2000
Volume
2
Issue
10
Start / End Page
1469 / 1471
Related Subject Headings
- Silanes
- Palladium
- Organic Chemistry
- Molecular Structure
- Molecular Conformation
- Indicators and Reagents
- Drug Design
- Cyclization
- Catalysis
- 34 Chemical sciences