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Enantioselective cyclization/hydrosilylation of 1,6-enynes catalyzed by a cationic rhodium bis(phosphine) complex.

Publication ,  Journal Article
Chakrapani, H; Liu, C; Widenhoefer, RA
Published in: Organic letters
January 2003

[reaction: see text] Reaction of 4,4-dicarbomethoxy-1-octene-6-yne (1) with triethylsilane and a catalytic 1:1 mixture of [Rh(COD)(2)](+) SbF(6)(-) and (R)-BIPHEMP (5 mol %) at 70 degrees C for 90 min gave (Z)-1,1-dicarbomethoxy-3-(1-triethylsilyl)ethylidene-4-methylcyclopentane (2) in 81% isolated yield with 98% de and 92% ee.

Duke Scholars

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

January 2003

Volume

5

Issue

2

Start / End Page

157 / 159

Related Subject Headings

  • Stereoisomerism
  • Rhodamines
  • Organometallic Compounds
  • Organic Chemistry
  • Hydrocarbons, Cyclic
  • Cyclization
  • Catalysis
  • Alkadienes
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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MLA
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Chakrapani, H., Liu, C., & Widenhoefer, R. A. (2003). Enantioselective cyclization/hydrosilylation of 1,6-enynes catalyzed by a cationic rhodium bis(phosphine) complex. Organic Letters, 5(2), 157–159. https://doi.org/10.1021/ol027196n
Chakrapani, Harinath, Cong Liu, and Ross A. Widenhoefer. “Enantioselective cyclization/hydrosilylation of 1,6-enynes catalyzed by a cationic rhodium bis(phosphine) complex.Organic Letters 5, no. 2 (January 2003): 157–59. https://doi.org/10.1021/ol027196n.
Chakrapani H, Liu C, Widenhoefer RA. Enantioselective cyclization/hydrosilylation of 1,6-enynes catalyzed by a cationic rhodium bis(phosphine) complex. Organic letters. 2003 Jan;5(2):157–9.
Chakrapani, Harinath, et al. “Enantioselective cyclization/hydrosilylation of 1,6-enynes catalyzed by a cationic rhodium bis(phosphine) complex.Organic Letters, vol. 5, no. 2, Jan. 2003, pp. 157–59. Epmc, doi:10.1021/ol027196n.
Chakrapani H, Liu C, Widenhoefer RA. Enantioselective cyclization/hydrosilylation of 1,6-enynes catalyzed by a cationic rhodium bis(phosphine) complex. Organic letters. 2003 Jan;5(2):157–159.
Journal cover image

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

January 2003

Volume

5

Issue

2

Start / End Page

157 / 159

Related Subject Headings

  • Stereoisomerism
  • Rhodamines
  • Organometallic Compounds
  • Organic Chemistry
  • Hydrocarbons, Cyclic
  • Cyclization
  • Catalysis
  • Alkadienes
  • 34 Chemical sciences
  • 03 Chemical Sciences