Asymmetric diene cyclization/hydrosilylation/oxidation employing 1-tert-butyl-3,3-dimethyl-1,1-diphenyldisiloxane
Publication
, Journal Article
Pei, T; Widenhoefer, RA
Published in: Tetrahedron Letters
September 30, 2000
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.
Duke Scholars
Published In
Tetrahedron Letters
DOI
ISSN
0040-4039
Publication Date
September 30, 2000
Volume
41
Issue
40
Start / End Page
7597 / 7600
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 3101 Biochemistry and cell biology
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry
Citation
APA
Chicago
ICMJE
MLA
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Pei, T., & Widenhoefer, R. A. (2000). Asymmetric diene cyclization/hydrosilylation/oxidation employing 1-tert-butyl-3,3-dimethyl-1,1-diphenyldisiloxane. Tetrahedron Letters, 41(40), 7597–7600. https://doi.org/10.1016/S0040-4039(00)01321-6
Pei, T., and R. A. Widenhoefer. “Asymmetric diene cyclization/hydrosilylation/oxidation employing 1-tert-butyl-3,3-dimethyl-1,1-diphenyldisiloxane.” Tetrahedron Letters 41, no. 40 (September 30, 2000): 7597–7600. https://doi.org/10.1016/S0040-4039(00)01321-6.
Pei T, Widenhoefer RA. Asymmetric diene cyclization/hydrosilylation/oxidation employing 1-tert-butyl-3,3-dimethyl-1,1-diphenyldisiloxane. Tetrahedron Letters. 2000 Sep 30;41(40):7597–600.
Pei, T., and R. A. Widenhoefer. “Asymmetric diene cyclization/hydrosilylation/oxidation employing 1-tert-butyl-3,3-dimethyl-1,1-diphenyldisiloxane.” Tetrahedron Letters, vol. 41, no. 40, Sept. 2000, pp. 7597–600. Scopus, doi:10.1016/S0040-4039(00)01321-6.
Pei T, Widenhoefer RA. Asymmetric diene cyclization/hydrosilylation/oxidation employing 1-tert-butyl-3,3-dimethyl-1,1-diphenyldisiloxane. Tetrahedron Letters. 2000 Sep 30;41(40):7597–7600.
Published In
Tetrahedron Letters
DOI
ISSN
0040-4039
Publication Date
September 30, 2000
Volume
41
Issue
40
Start / End Page
7597 / 7600
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 3101 Biochemistry and cell biology
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry