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Rhodium-catalyzed asymmetric cyclization/hydroboration of 1,6-enynes.

Publication ,  Journal Article
Kinder, RE; Widenhoefer, RA
Published in: Organic letters
May 2006

[reaction: see text] Reaction of enyne 1 with catecholborane catalyzed by a 1:1 mixture of [Rh(COD)(2)](+)SbF(6)(-) and (S)-BINAP (5 mol %) followed by Pd-catalyzed arylation with p-IC(6)H(4)CF(3) gave benzylidenecyclopentane 5 in 65% yield with 88% ee. Rhodium-catalyzed asymmetric cyclization/hydroboration followed either by Pd-catalyzed arylation or by oxidation was applied to the synthesis of a number of chiral, nonracemic carbocycles and heterocycles.

Duke Scholars

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

May 2006

Volume

8

Issue

10

Start / End Page

1967 / 1969

Related Subject Headings

  • Organic Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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Kinder, R. E., & Widenhoefer, R. A. (2006). Rhodium-catalyzed asymmetric cyclization/hydroboration of 1,6-enynes. Organic Letters, 8(10), 1967–1969. https://doi.org/10.1021/ol052986t
Kinder, Robert E., and Ross A. Widenhoefer. “Rhodium-catalyzed asymmetric cyclization/hydroboration of 1,6-enynes.Organic Letters 8, no. 10 (May 2006): 1967–69. https://doi.org/10.1021/ol052986t.
Kinder RE, Widenhoefer RA. Rhodium-catalyzed asymmetric cyclization/hydroboration of 1,6-enynes. Organic letters. 2006 May;8(10):1967–9.
Kinder, Robert E., and Ross A. Widenhoefer. “Rhodium-catalyzed asymmetric cyclization/hydroboration of 1,6-enynes.Organic Letters, vol. 8, no. 10, May 2006, pp. 1967–69. Epmc, doi:10.1021/ol052986t.
Kinder RE, Widenhoefer RA. Rhodium-catalyzed asymmetric cyclization/hydroboration of 1,6-enynes. Organic letters. 2006 May;8(10):1967–1969.
Journal cover image

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

May 2006

Volume

8

Issue

10

Start / End Page

1967 / 1969

Related Subject Headings

  • Organic Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences