Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2009 Apr 18;65(16):3270-3280.
doi: 10.1016/j.tet.2008.11.086.

Strategic use of nickel(0)-catalyzed enyne-epoxide reductive coupling towards the synthesis of (-)-cyatha-3,12-diene

Affiliations

Strategic use of nickel(0)-catalyzed enyne-epoxide reductive coupling towards the synthesis of (-)-cyatha-3,12-diene

Brian A Sparling et al. Tetrahedron. .

Abstract

Various situations are explored in which the nickel(0)-catalyzed enyne-epoxide reductive coupling was utilized to access key intermediates towards the total synthesis of (-)-cyatha-3,12-diene (1). Enantioenriched 3,5-dien-1-ols with a variety of functionality were obtained in a straightforward manner from easily accessible 1,3-enynes and terminal epoxides.

PubMed Disclaimer

Figures

Scheme 1
Scheme 1
Scheme 2
Scheme 2
Scheme 3
Scheme 3
Scheme 4
Scheme 4
Scheme 5
Scheme 5
Scheme 6
Scheme 6
Scheme 7
Scheme 7
Scheme 8
Scheme 8
Scheme 9
Scheme 9
Scheme 10
Scheme 10
Scheme 11
Scheme 11
Scheme 12
Scheme 12
Scheme 13
Scheme 13

Similar articles

Cited by

References

    1. Ayer WA, Browne LM. Tetrahedron. 1981;37:2197–2248. and references therein.
    1. Allbutt AD, Ayer WA, Brodie HJ, Johri BN, Taube H. Can J Microbiol. 1971;17:1401–1407. - PubMed
    2. Brodie HJ. The Bird’s Nest Fungi. University of Toronto Press; Toronto, Canada: 1975.
    1. Liu YJ, Zhang KQ. Mycopathologia. 2004;157:185–189. - PubMed
    2. Obara Y, Nakahata N, Kita T, Takaya Y, Kobayashi H, Hosoi S, Kuichi F, Ohta T, Oshima Y, Ohizumi Y. Eur J Pharmacol. 1999;370:79–84. - PubMed
    3. Obara Y, Kobayashi H, Ohta T, Ohizumi Y, Nakahata N. Mol Pharmacol. 2001;59:1287–1297. - PubMed
    1. Ayer WA, Lee SP, Nakashima TT. Can J Chem. 1979;57:3338–3343.
    1. Kenmoku H, Kato N, Shimada M, Omoto M, Mori A, Mitsuhashi W, Sassa T. Tetrahedron Lett. 2001;42:7439–7442.

LinkOut - more resources