214679-15-9Relevant articles and documents
Structure-Based Design of Potent, Selective, and Orally Bioavailable VPS34 Kinase Inhibitors
Chan, Grace Ka Yan,Chen, Huifen,Chen, Yong,Dimitrova, Yoana N.,Hu, Dennis X.,Huang, Haochu,Lee, Joanna Y.,Lim, Junghyun,McNamara, Erin,Moffat, John G.,Murthy, Aditya,Pang, Jodie,Patel, Snahel,Prangley, Madeleine S.,Salphati, Laurent,Schutt, Leah K.,Siu, Michael,Sneeringer, Christopher J.,Staben, Steven T.,Wallweber, Heidi Ackerly,Wang, Shumei,Wang, Yunli,Wu, Kai C.,Zhao, Wensheng
supporting information, (2021/12/02)
VPS34 is a class III phosphoinositide 3-kinase involved in endosomal trafficking and autophagosome formation. Inhibitors of VPS34 were believed to have value as anticancer agents, but genetic and pharmacological data suggest that sustained inhibition of V
Long-range diastereoselectivity in an Ugi reaction: Stereocontrolled and diversity-oriented synthesis of tetrahydrobenzoxazepines
Banfi, Luca,Bagno, Alessandro,Basso, Andrea,De Santis, Carlo,Riva, Renata,Rastrelli, Federico
, p. 5064 - 5075 (2013/11/06)
Salicylaldehydes and protected 1,2-amino alcohols have been convergently converted into a series of 2,3-dihydrobenzo[f][1,4]oxazepines, which undergo an Ugi-Joullie multicomponent reaction with unusual long-range diastereoselectivity. This protocol allows
Asymmetric synthesis of α-alkylated aldehydes using terminal epoxide-derived chiral enamines
Hodgson, David M.,Kaka, Naeem S.
supporting information; experimental part, p. 9958 - 9960 (2009/06/30)
(Chemical Equation Presented) Effective discrimination: Efficient lithium amide-induced terminal epoxide-enamine transformation provides the first enamines capable of generating α-alkylated aldehydes with high asymmetric induction by intermolecular nucleophilic substitution (see scheme).
PRODUCTION OF OXY-MICHAEL ADDUCTS
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Page 14-15, (2010/02/08)
The invention provides a method of producing an oxy-Michael adduct comprising allowing a Michael acceptor to react with an alkoxide of an alcohol of formula R0H having a chiral centre at the hydroxy carbon, in the presence of a multidentate ligand. The
Highly diastereoselective oxy-Michael additions of enantiopure δ-lactol anions to nitroalkenes: Asymmetric synthesis of 1,2-amino alcohols
Adderley, Nicola J.,Buchanan, David J.,Dixon, Darren J.,Laine, Dramane I.
, p. 4241 - 4244 (2007/10/03)
The "naked" alkoxide 1 of (S)-6-methyl-δ-lactol acts as an excellent chiral hydroxide equivalent in highly diastereoselective oxy-Michael additions to nitroalkenes (see scheme). The excellent stereoinduction arises from what becomes a superb protecting gr
Diastereo- and enantioselective synthesis of vicinal amino alcohols by oxa Michael addition of N-formylnorephedrine to nitro alkenes
Enders, Dieter,Haertwig, Andreas,Raabe, Gerhard,Runsink, Jan
, p. 1771 - 1792 (2007/10/03)
The first intermolecular asymmetric oxa Michael additions with removable chirality information within the hydroxide source are reported. As enantiopure oxygen nucleophile functioning as chiral hydroxide equivalent N-formylnorephedrine (7) was used and conjugate additions to aliphatic (E)-nitro alkenes 2a-j were carned out in good yields (35-87%) and excellent diastereomeric excesses (de = 94-≥98%). After reduction of the nitro group and protection of the amino function (11a-h, 73-87%, both steps), the cleavage of the auxiliary occurred without epimerisation (69-99%) using Na/NH3. The Boc-protected 2-amino alcohols 12a-h could be obtained in good overall yields (30-58 %, four steps) and excellent diastereomeric and enantiomeric excesses (de, ee = 94-≥98%). Transition states explaining the overall stereochemical outcome are presented based on the absolute configuration determined by X-ray structure analysis on 8b.
Enantioselektive Synthese von vicinalen Aminoalkoholen durch Oxa-Michael-Addition
Enders, Dieter,Haertwig, Andreas,Rabe, Gerhard,Runsink, Jan
, p. 2540 - 2542 (2007/10/03)
Keywords: Aminoalkohole; Asymmetrische Synthesen; Michael-Additionen; Nitroalkene; Synthesemethoden
