4.5 Article

A racemic formal total synthesis of clavukerin A using gold(I)-catalyzed cycloisomerization of 3-methoxy-1,6-enynes as the key strategy

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 7, Issue -, Pages 740-743

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.7.84

Keywords

clavukerin A; cycloisomerization; gold catalyst; hydrogenation; stereoselectivity

Funding

  1. National Research Foundation [NRF-2007-0052533, NRF-331-2008-1-C00165]

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An efficient formal total synthesis of (+/-)-clavukerin A was accomplished via a gold-catalyzed cycloisomerization of a 3-methoxy-1,6-enyne 5 as the key strategy followed by Rh-catalyzed stereoselective hydrogenation of the cycloheptenone 4.

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