Synthesis of Complex Stereoheptads en Route to Daphnane Diterpene Orthoesters
Tricyclic cores of the daphnane diterpene orthoesters (DDOs) are synthesized in 10 steps from readily available materials. Key to their assembly is the development of a stereocontrolled p-quinol functionalization sequence which enables rapid access to DDO C-ring stereopolyads from simple precursors. Problems encountered in stereo- and regioselectivity are highlighted and solved by exact changes in choreography, although it is shown that the undesired stereochemical outcomes also proceed with high selectivity.
Nguyen, Long V.,Beeler, Aaron B.
supporting information
p. 5177 - 5180
(2018/09/13)
A Mild and Efficient Epoxidation of Olefins Using in Situ Generated Dimethyldioxirane at High pH
-
Frohn, Michael,Wang, Zhi-Xian,Shi, Yian
p. 6425 - 6426
(2007/10/03)
Chiral acetals in organic synthesis: Regioselective synthesis of 2-and 3-hydroxy acetals from 2,3-olefinic acetals. Reinvestigation and further applications
Achiral as well as chiral 2,3-olefinic acetals are converted into 2- and 3- hydroxy acetals via LAH reduction of the corresponding epoxides and via bromohydrins followed by TBTH reductions respectively. Synthesis of 1,3-diones is described. Compounds from chiral systems are further utilized for asymmetric synthesis.
Vankar, Yashwant D.,Reddy, M. Venkatram,Chaudhuri, Narayan C.
p. 11057 - 11078
(2007/10/02)
REGIOSELECTIVE REDUCTIONS OF 2,3-EPOXY ACETALS WITH ZINC-CHLOROTRIMETHYLSILANE AND LITHIUM ALUMINIUM HYDRIDE: CONVENIENT SYNTHESIS OF 1,2 AND 1,3-DIONES
A variety of 2,3-epoxy acetals have been found to undergo regioselective reductions with zinc-chlorotrimethylsilane and lithium aluminium hydride to give 2-hydroxy and 3-hydroxy acetals respectively.Their oxidation followed by hydrolysis furnished the corresponding 1,2- and 1,3-diones in good yields.
Vankar, Yashwant D.,Chaudhuri, Narayan C.,Rao, C. Trinadha
p. 551 - 554
(2007/10/02)
Synthesis and antimicrobial activity of a carbocyclic puromycin analog. 6-Dimethylamino-9-(R(2R-hydroxy-3R-(p-methoxyphenyl-L alanylamino))-cyclopentyl)purine.
-
Daluge,Vince
p. 171 - 177
(2007/10/09)
More Articles about upstream products of 319491-92-4