144635-04-1Relevant articles and documents
Copper-Impregnated Magnesium-Lanthanum Mixed Oxide: A Reusable Heterogeneous Catalyst for Allylation of Aldehydes and Ketones
Laha, Soumi,Likhar, Pravin R.,Pogula, Jaya,Sreedhar, B.
supporting information, (2020/02/11)
Copper-impregnated magnesium-lanthanum mixed oxide [Cu(II)/Mg?La] was used as catalyst in synthesis of homoallylic alcohols from aldehydes and ketones using allyltributylstannane as the allylating source. The present protocol provides a great application
Silver oxide as a novel catalyst for carbon-carbon bond-forming reactions in aqueous media
Ueno, Masaharu,Tanoue, Arata,Kobayashi, Shu
supporting information; experimental part, p. 652 - 653 (2011/01/10)
Silver oxide was found to be an excellent catalyst for allylation reactions of allyltributyltins with aldehydes in aqueous media. Despite the very low solubility of silver oxide in the media, the reactions proceeded smoothly, and the catalyst was recovere
Mild and efficient allylation of aldehydes by using copper fluorapatite as catalyst
Lakshmi Kantam,Venkanna,Shiva Kumar,Balasubrahmanyam,Venkateswarlu,Sreedhara
experimental part, p. 1497 - 1502 (2009/06/28)
A facile synthesis of homoallylic alcohols is achieved by the allylation of aldehydes with allylicmetal reagents or allyl halides using copper fluorapatite (CuFAP) as catalyst under mild reaction conditions. A variety of aldehydes were converted to the co
Chemoenzymatic synthesis of optically active heterocyclic homoallylic and homopropargylic alcohols
Singh, Satwinder,Kumar, Subodh,Chimni, Swapandeep Singh
, p. 2679 - 2687 (2007/10/03)
A chemoenzymatic methodology has been developed using indium-mediated allylation of heterocyclic aldehydes under aqueous conditions followed by Pseudomonas cepacia lipase-catalyzed enantioselective acylation of racemic homoallylic and homopropargylic alcohols in organic media. It is observed that the lipase immobilized on ceramic particles (PS-C Amano II) catalyzes the resolution in a highly enantioselective manner in less time as compared to the native enzyme (PS Amano). The approach provides new functionalized chiral synthons useful in the synthesis of natural and pseudonatural products.
Pyridine radicals in synthesis. Part 3: Cyclopentannulation of pyridine via the 3-pyridyl radical and a formal synthesis of (±)-oxerine
Jones, Keith,Fiumana, Andrea,Escudero-Hernandez, Maria L.
, p. 397 - 406 (2007/10/03)
The allylation and propargylation of 3-bromo-4-formylpyridine under zinc-mediated Barbier conditions is described. The homoallylic alcohols produced are cyclised via the derived 3-pyridyl radical to give cyclopentannulated pyridines. One of these bicyclic compounds is converted into an advanced intermediate in a previous synthesis of the monoterpene alkaloid (±)-oxerine. (C) 2000 Elsevier Science Ltd.
Cyclophosphamide analogs useful as anti-tumor agents
-
, (2008/06/13)
Cyclophosphamides possessing anti-tumor activity and having the formula STR1 and salts thereof; wherein R is lower alkyl, aryl, aryl-lower alkyl or a nitrogen, sulfur or oxygen containing heterocyclic or heterocyclic lower alkyl, and R' is hydrogen, hydro
Chiral Synthesis via Organoboranes. 36. Exceptionally Enantioselective Allylborations of Representative Heterocyclic Aldehydes at -100 deg C under Salt-Free Conditions
Racherla, Uday S.,Liao, Yi,Brown, Herbert C.
, p. 6614 - 6617 (2007/10/02)
Chiral terpenyl-based allylborane reagents (Ter2*BCH2CH=CH2, 1-3) undergo facile condensation with representative heterocyclic aldehydes (HetCHO) at -100 deg C (in the absence of Mg2+ salts) and afford the corresponding homoallylic alcohols (HetCH*(OH)CH2CH=CH2, 12-19) in enantiomeric purities approaching 100percent ee.A new workup procedure involving 8-hydroxyquinoline (8-HQ) has been utilized for the convenient isolation of the product alcohols.
Synthesis and Antitumor Properties of Activated Cyclophosphamide Analogues
Borch, Richard F.,Canute, Gregory W.
, p. 3044 - 3052 (2007/10/02)
A series of 5- and 6-substituted cyclophosphamide analogues has been prepared, and their 31P NMR kinetics of phosphoramide mustard (PDA) release and in vitro and in vivo cytotoxicity have been evaluated. cis-4-Hydroxy-5-methoxycyclophosphamide equilibrated very slowly and to a minor extent with the ring-opened aldophosphamide analogues in aqueous buffer; release of PDA was observed to a minor extent and only at high (1 M) buffer concentrations.This analogue was essentially inactive in vitro against L1210 and P388 leukemia cells. 6-Phenylcyclophosphamide and its 4-hydroperoxy derivative were potent inhibitors of blood acetylcholinesterase and were lethal at therapeutic doses in mice.In contrast, 4-hydroperoxy-6-(4-pyridyl)cyclophosphamide did not inhibit acetylcholinesterase and showed significant antitumor activity in vitro and in vivo against both wild-type and cyclophosphamide-resistant L1210 leukemia.The 4-hydroperoxy-6-arylcyclophosphamides were generally active in vitro against both wild-type and cyclophosphamide-resistant L1210 and P388 cells, and several analogues showed significant activity in vivo.Suprisingly, there was no correlation between antitumor activity in vitro and the rate of PDA release in aqueous buffer.Several compounds that showed essentially no release of PDA in aqueous buffer over several hours were highly cytotoxic to leukemia following a 1-h exposure in vitro.These results show that activated cyclophosphamide analogues substituted at the 6-position are not-cross-resistant in these leukemia cell lines, and that a specific intracellular activation mechanism may be catalyzing PDA release in these analogues.
