78592-82-2Relevant academic research and scientific papers
Synthesis of the first 'inside-outside' eight-membered ring via ringclosing metathesis: A total synthesis of (+/-)-asteriscanolide
Krafft, Marie E.,Cheung, Yiu-Yin,Juliano-Capucao, Carmelinda A.
, p. 1020 - 1026 (2000)
A total synthesis of (+/-)-asteriscanolide which features two transition metal-mediated carbocyclic ring forming reactions as key elements of our strategy (Scheme 1) is described. The highly functionalized cyclopentenone 4, the product of a cobalt-mediated Pauson-Khand [2+2+l]cycloaddition, is the key starting point for the synthesis. Excellent regiocontrol was obtained in the intermolecular Pauson-Khand reaction. Further synthetic manipulations of 4 led to diene 16 which underwent ring-closing metathesis using (PPh3)2Cl2Ru(CHPh)] to provide the desired 'inside-outside' tricycle 17. Conversion of 17 to 1 was achieved in a minimal number of steps. The synthesis of asteriscanolide has been achieved in 19 steps and 12% overall yield.
Dienamine-Induced Divinylcyclopropane–Cycloheptadiene Rearrangements
Apel, Caroline,Hartmann, Sven S?ren,Lentz, Dieter,Christmann, Mathias
, p. 5075 - 5079 (2019)
Sigmatropic rearrangements constitute an important group of pericyclic reactions. In contrast to cycloaddition reactions, examples of catalytic variants of electrocyclic reactions and sigmatropic rearrangements are still scarce in the chemical literature. Herein, we report the first organocatalytic Cope rearrangement of in situ-generated divinylcyclopropanes. The reactive motif was generated by condensation of 4-(2-vinylcyclopropyl)but-2-enal derivatives with a secondary amine catalyst to form a transient dienamine. The cycloheptadiene products could be obtained in high yield and excellent diastereoselectivity. Importantly, the reaction was demonstrated to be stereospecific, proceeding under mild conditions, while exhibiting broad functional group tolerance.
A high yielding procedure for preparation of mono-carboxylate surrogates of allenic dicarboxylates and diesters
Pettus, Thomas R. R.,Schlessinger, Richard H.
, p. 3019 - 3025 (2002)
A high yielding procedure for preparation of various allenyl mono-carboxylates is presented.
Transannular Diels-Alder approach to the synthesis of Momilactone A
Germain, Julie,Deslongchamps, Pierre
, p. 4051 - 4054 (1999)
The application of the transannular Diels-Alder strategy on macrocyclic trienes having the trans-trans-cis olefin geometry led to trans-syn-trans tricycles which are advanced intermediates for the synthesis of natural products like Momilactone A.
Total synthesis of (±)-momilactone A
Germain, Julie,Deslongchamps, Pierre
, p. 5269 - 5278 (2002)
The first total synthesis of (±)-momilactone A was accomplished using a highly diastereoselective transannular Diels-Alder reaction on a trans-trans-cis macrocyclic triene.
Total synthesis of (+/-)-asteriscanolide.
Krafft,Cheung,Abboud
, p. 7443 - 7448 (2001)
The total synthesis of asteriscanolide (1) has been achieved by taking advantage on an intermolecular Pauson-Khand cycloaddition and a ring-closing metathesis as key bond-forming transformations. The approach incorporates the cyclooctane stereogenic center prior to ring formation. Interestingly, the ring-closing metathesis generates a new eight-membered ring with an "in-out" intrabridgehead relationship.
Gold(i)-catalysed synthesis of a furan analogue of thiamine pyrophosphate
Iqbal, Amjid,Sahraoui, El-Habib,Leeper, Finian J.
, p. 2580 - 2585 (2014)
An analogue of thiamine having a furan ring in place of the thiazolium ring has been synthesised by a short and efficient route, involving gold(I)-catalysed cyclisation of an alkynyl alcohol to form the furan ring. The furan analogue of thiamine diphospha
Synthesis and properties of amphiphilic BODIPY derivatives bearing hydroxyl groups
Vincent, Matthew,Beabout, Eva,Bennett, Richard,Hewavitharanage, Priya
, p. 2050 - 2054 (2013)
Functionalizable BODIPY compounds with a hydrophobic alkyl chain at the meso position and hydroxyl groups attached through alkynyl links at the 2,6 or 4,4′ positions were conveniently synthesized using Sonogashira coupling or organolithium chemistry. The compounds are readily taken up and accumulated in human osteosarcoma cells. Some compounds showed excimer formation inside cells as well as in solution.
Synthetic studies on actinorhodin and γ-actinorhodin: Synthesis of deoxyactinorhodin and deoxy-γ-actinorhodin/crisamicin a
Mulay, Sandip V.,Fernandes, Rodney A.
, p. 4842 - 4852 (2015)
A strategy based on bidirectional D?tz benzannulation and the oxa-Pictet-Spengler reaction toward the synthesis of actinorhodin and γ-actinorhodin has been explored. This work has resulted in the synthesis of deoxyactinorhodin and deoxy-γ-actinorhodin. The latter is a regioisomer of crisamicin A (which has 10,10'-dihydroxy groups).
CYCLOALKYL-CONTAINING CARBOXYLIC ACIDS AND USES THEREOF
-
Page/Page column 77; 78, (2021/06/26)
The present application discloses a compound of formula (I) or a salt thereof: (I) and compositions comprising such compound or salt thereof. The use of such compound, salt thereof or composition comprising same for treating anemia or leukopenia, fibrosis, cancer, hypertension and/or a metabolic condition in a subject is also disclosed.
