A-Prostaglandin synthesis

In a prostaglandin synthesis a carbonyl group was protected as an oxime in which the hydroxyl group was protected against Collins oxidation by the phenylthiome-thyl-group. The phenylthiomethyl group is readily removed to give an oxime that is then cleaved to the carbonyl compound. ... 

Young I can explain ATP. I did these experiments looking at intercellular Ca2+ waves and apyrase, and there is no effect. It turns out that the presence of either a prostaglandin transporter blocker, which is the same class as a Cl channel blocker, or a prostaglandin synthesis inhibitor, interrupts intracellular Ca2+ that is far away. It does not interrupt the intercellular Ca2+ through the gap junctions there are two different mechanisms. 

Scheme 6.37. Allylic substitution with silylcuprates in the course of a prostaglandin synthesis.

The keto-acetal 24 was needed for a prostaglandin synthesis.3 Disconnection of the acetal 24a reveals the symmetrical carbon skeleton 25 having 1,4- and 1,5-diCO relationships. There is another 1,4-diCO relationship between the two alcohols. 

Finally, Corey reduction was used to solve the particular problem of the diastereoselective reduction of the ketone in C-15 in a prostaglandin synthesis. Corey reported a selectivity of 90 10.39 We have investigated the reduction of a modified prostaglandin and, despite considerable efforts,... 

Clear thinking is required when none of the obvious disconnections is promising. Bicyclic (16), needed for a prostaglandin synthesis, contains an acetal and disconnection of this reveals the carbon framework (17). This is symmetrical and has 1,4- and 1,5-rclationships. 

Dioxocyclopentenes (2). These substances, which have been used in a prostaglandin synthesis, can be prepared by reduction of (1) with diisobutylaluminum hydride at -60°. Reduction of (1) with lithium aluminum hydride affords (3) as the major product. 

The reducing agent (59) was used in a prostaglandin synthesis (Equation (7)) <71JA7319, 73TL129, 73TL141>. 

Cleavage of cyclopropylcarbinyl systems (5, 317). This useful step in a prostaglandin synthesis has been improved by conversion of the diol (1) into the... 

The second example in this subsection concerns the synthesis of an intermediate in a prostaglandin synthesis. The chiral additive in this... 

Similarly, a palladium catalyzed allyl—vinyl ether shift reaction has been applied to a prostaglandin synthesis [51,55]. 

Notable features of this synthesis are the Suzuki-reaction between sp -sp -carbons and the use of a cuprate reagent on solid phase. Janda et al. have published a prostaglandin synthesis using a soluble polymeric support [98]. 

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