103795-36-4Relevant academic research and scientific papers
Stereoselective total synthesis of (-)-brevisamide
Yadav,Reddy, N. Mallikarjuna,Rahman, Md. Ataur,Prasad,Reddy, B.V. Subba
, p. 8618 - 8625 (2013/09/12)
The stereoselective total synthesis of (-)-brevisamide, a novel marine cyclic ether alkaloid isolated from dinoflagellate karenia brevis is described. The key steps involved in this synthesis are the Sharpless asymmetric epoxidation and regioselective rin
Intramolecular ene reactions for methylenecyclohexanol synthesis
Cheung,Craig,Todd
, p. 1611 - 1613 (2007/10/03)
Thermally-induced or Lewis acid-mediated intramolecular ene reactions of diastereomeric δ,ε-unsaturated ketones give methylenecyclohexanols in high yield and with excellent diastereoselectivity.
Ansa macrolides as molecular workbenches: Stereocontrolled syn additions to E olefins
Mulzer, Johann,Schein, Karin,Bats, Jan W.,Buschmann, Juergen,Luger, Peter
, p. 1566 - 1569 (2007/10/03)
Fixed on an aromatic platform in a conformationally defined way, acyclic (E)-alkenes can be considered gripped on a molecular workbench. The olefinic ansa-macrolides formed in this way are shielded on one face. On epoxidation and dihydroxylation [Eq. (1)] the attack on the double bond takes place diastereoselectively from outside the ring, and the ansa chain can subsequently be cleaved from the workbench by mild hydrogenolysis. Bn = benzyl, NMO = N-methylmorpholin-N-oxide.
Asymmetric Synthesis of ent-Corey Lactone Alcohol and its 12-(all-cys)- and 11-Epimers via Free Radical 5-exo-trig-C,C Cyclization
Mulzer, Johann,Kermanchahi, Abdul Kader,Buschmann, Juergen,Luger, Peter
, p. 531 - 540 (2007/10/02)
Asymmetric eight-step syntheses are reported for the ent-Corey lactone alcohol derivatives 3a-d and their epimers 4a-d and 14a, b from (R)-2,3-isopropylidene glyceraldehyde (5) as the starting material.The key step of the synthesis is the free radical cyc
Chemistry of L-Ascorbic and D-Isoascorbic Acids. An Efficient Synthesis of 2-Deoxypentofuranoses
Vargeese, Chandra,Abushanab, Elie
, p. 4400 - 4403 (2007/10/02)
L-Ascorbic and D-isoascorbic acids have been converted to methyl 3-O-benzyl-2-deoxypentofuranosides.The synthetic routes are enantiospecific, efficient, and economic and proceed in high yields.
Iterative, Stereoselective Homologation of Chiral Polyalkoxy Aldehydes Employing 2-(Trimethylsilyl)thiazole as a Formyl Anion Equivalent. The Thiazole Route to Higher Carbohydrates
Dondoni, Alessandro,Fantin, Giancarlo,Fogagnolo, Marco,Medici, Alessandro,Pedrini, Paola
, p. 693 - 702 (2007/10/02)
A new approach to long-chain sugars is demonstrated by the stereoselective conversion of D-glyceraldehyde acetonide (2a), L-threose acetonide (2b), and dialdogalactopyranose diacetonide (2h) into higher homologues up to C9, C7, and C
THE HIGH-PRESSURE REACTION OF 2,5-DIMETHYLFURAN WITH 2,3-O-ISOPROPYLIDENE-D-GLYCERALDEHYDE
Jurczak, Janusz,Pikul, Stanislaw
, p. 4569 - 4574 (2007/10/02)
The asymmetric high-pressure reaction of 2,5-dimethylfuran (1) with 2,3-O-isopropylidene-D-glyceraldehyde (4) and chemical transformation of the resulting product 5 to 2-deoxy-D-pentitol derivatives (13, 14, and 15) are described.
