150338-77-5Relevant academic research and scientific papers
On the mechanism of lithium amide-induced rearrangements of Q-substituted cyclopentene oxides to cyclopentenols
Hodgson, David M.,Gibbs, Andrew R.
, p. 8907 - 8910 (1997)
The preparation and lithium amide-induced rearrangements of epoxides 4, 10 (R = Bn, TBS) are described, providing insight into the rearrangement mechanisms which operate in such systems.
Dilithiated Aminoalcohols as Homochiral Bases
Milne, David,Murphy, Patrick J.
, p. 884 - 886 (1993)
The dilithium salts of (+)- or (-)-norephedrine effect the enantioselective and enantiodivergent deprotonation of meso-epoxide 17 in higher enantiomeric excess than previously reported.
ISOXAZOLE CARBOXYLIC ACIDS AS LPA ANTAGONISTS
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Page/Page column 89, (2021/01/22)
The present invention provides compounds of Formula (I) or a stereoisomer, tautomer, or pharmaceutically acceptable salt or solvate thereof, wherein all the variables are as defined herein. These compounds are selective LPA receptor inhibitors.
TRIAZOLE CARBOXYLIC ACIDS AS LPA ANTAGONISTS
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Page/Page column 117, (2021/01/22)
The present invention provides compounds of Formula (I), or a stereoisomer, tautomer, or pharmaceutically acceptable salt or solvate thereof, wherein all the variables are as defined herein. These compounds are selective LPA receptor inhibitors.
Studies toward the total synthesis of carba analogue of motif C of M. TB cell wall AG complex
Gurjar, Mukund K.,Reddy, Challa Nageswar,Kalkote, Uttam R.,Chorghade, Mukund S.
experimental part, p. 909 - 925 (2010/10/20)
Herein we describe the synthesis of the carba analogue of motif C of arabinogalactan complex present in M. tuberculosis cell wall. Pd(0) catalyzed allylic alkylation and Fraser-Reid's glycosidation are the two key reactions that were employed for the synthesis of central glycosyl accepter unit and the glycosylation respectively.
Epoxide rearrangements using dilithiated aminoalcohols as chiral bases
Brookes, Paul C,Milne, David J,Murphy, Patrick J,Spolaore, Barbara
, p. 4675 - 4680 (2007/10/03)
Dilithiated norephedrine and ephedrine have been utilised in the enantioselective rearrangement of cyclic epoxides to allylic alcohols, with dilithiated norephedrine generally giving the best enantioselectivity. Dilithiated ephedrine offered better levels
Preparation of cis-4-O-protected-2-cyclopentenol derivatives
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, (2008/06/13)
The present invention relates to a novel process for preparing cis-4-O-protected-substituted-2-cyclopentenol derivatives comprising, a) dissolving a 4-O-protected-2-cyclopentenone in a suitable organic solvent; and b) treating the solution with a suitable Lewis acid and a suitable reducing agent at a temperature of from about -100° C. to about 20° C. The cis-4-O-protected-substituted-2-cyclopentenol derivatives are useful intermediates in the preparation of various cyclopentanyl and cyclopentenyl purine analogs which are useful as immunosuppressants and in the preparation of various prostaglandins.
The preparation of optically active 2-cyclopenten-1,4-diol derivatives from furfuryl alcohol
Curran, Timothy T.,Hay, David A.,Koegel, Christopher P.,Evans, Jonathan C.
, p. 1983 - 2004 (2007/10/03)
The preparation and enzymatic resolution of several cis-mono-4-O-protected-2-cyclopenten-1,4-diols are described. The process starts with inexpensive furfuryl alcohol and lends itself to the preparation of multigram quantities of various protected, optically active 2-cyclopenten-1,4-diol derivatives. Stereoselective reduction of 4-O-protected-2-cyclopentenone to the cis-mono-O-protected-2-cyclopenten-1,4-diol using LiAlH4/LiI or Red-Al/NaI is described. Subsequent pancreatin-promoted, stereoselective acylation was conducted on these cis-(+/-)-mono-O-protected-cyclopenten-1,4-diols to afford the corresponding alcohols and acetates in moderate to excellent enantioselectivities.
