158535-84-3Relevant articles and documents
Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H
Vulovic, Bojan,Kolarski, Dusan,Bihelovic, Filip,Matovic, Radomir,Gruden, Maja,Saicic, Radomir N.
supporting information, p. 3886 - 3889 (2016/08/16)
1,6-Diynes with a t-butylcarbonate group in the propargylic position undergo gold(I)-catalyzed domino-cyclization which affords α-hydroxycyclohexenones. The described sequence can be applied on functionalized, highly oxygenated substrates, as examplified
An Efficient Method for the Optical Resolution of 3-Hydroxy-2-substituted-4-alkynoates: A Highly Stereoselective Total Synthesis of (+)-Bengamide E
Mukai, Chisato,Kataoka, Osamu,Hanaoka, Miyoji
, p. 5910 - 5918 (2007/10/03)
A novel procedure for the optical resolution of 3-hydroxy-2-substituted-4-alkynoates and its application to the stereoselective total synthesis of (+)-bengamide E are described. 3-Hydroxy-2-substituted-4-alkynoates, derived from the aldol reaction of cobalt-complexed propynals with ketene O-silyl O,S-acetals, were easily resolved by the formation of a chiral carbamate followed by cobalt complexation.Chiral 2-(benzyloxy)-3-hydroxy-4-alkynoate derivatives thus obtained were used as starting materials for a highly stereoselective total synthesis of (+)-bengamide E.
A cobalt-complexed propyanl in organic synthesis: A highly stereoselective total synthesis of bengamide E
Mukai, Chisato,Kataoka, Osamu,Hanaoka, Miyoji
, p. 6899 - 6902 (2007/10/02)
A highly stereoselective aldol reaction of the cobalt-complexed 4-methylpent-2-ynal 2 with O-silyl ketene O,S-acetal 3 provided the syn-aldol product, which was subsequently converted to (+)-bengamide E through optical resolution and the second diastereoselective aldol reaction as crucial steps.
