Luc Van Hijfte

Polymer-supported electron-rich diene for hetero Diels–Alder reactions

A Brassard diene analogue was grafted on a modified Merrifield resin and used in a hetero Diels–Alder reaction with various aldehydes or ketones. The reaction gave access to 6-substituted 5,6-dihydropyrones (5a–u). This new immobilized electron-rich diene is more stable than the corresponding native diene, and is a versatile supported reagent.

The total synthesis of i-oxygenated eudesmanolides

Abstract A route towards I-oxygenated eudesmanolides, via a (2+2) photocycloaddition reaction for constructing the decalin framework is described. The following natural substances have been synthesized. (=)-dihydroreynosin ( 1 ), (±)-1- oxo-dihydronmagnolialide ( 2 ), (±)-maritimin ( 3 ), (±)-dihydromagnolialide ( 4 ), (±)-magnolialide ( 5 ), (±)-dihydrosantamarine ( 6 ). Also a synthesis of (±)--santonin ( 7 ) is presented.

A practical procedure for the conversion of aldehydes to terminal alkynes by a one carbon homologation

Abstract A convenient method for the conversion of aldehydes to terminal alkynes via the corresponding 1,1-dibromoalkenes is described. The key feature of the process is the use of magnesium in tetrahydrofuran for the debromination step.

The total synthesis of 1-oxygenated eudesmane sesquiterpenes : (±) dihydroreynosin and (±) 1-oxocostic acid

Abstract The total synthesis of (±) dihydroreynosin 1 and of (±) 1-oxocostic acid 2 (R = H) are illustrative examples for a short entry into 1-oxygenated eudesmanes via an easily accessible key intermediate 7 .

Photoaddition with 1,2-bis(trimethylsiloxy)cyclobutene: a versatile entry to the stereocontrolled total synthesis of various sesquiterpenes and diterpenes

Abstract The photocycloaddition of 2-cyclohexenones to 1,2-bis(trimethyl-siloxy)cyclobutene provides a short and versatile route to adequately functionalized decalins for the total synthesis of members of the following terpene classes: the eudesmanes, the eudesmanolides, the guaianes, the labdanes and the nagilactones. Regioselective and stereoselective manipulation of these key intermediates is discussed.

Diterpene Total Synthesis : An Improved Stereoselective Route to (±)-3,4,5,5a,7,8,8aα,8bα-Octahydro-2aα,5aβ-Dimethyl-2H-Naphto-|1,8-Bc|Furan-2,6-(2aH)-Dione

Abstract The synthesis of the title compound 13, via a photochemical (π2 + π2) annellation procedure and a highly stereo-selective hydrocyanation reaction, is described.

The 52nd International Conference on Medicinal Chemistry (RICT 2016) of the French Medicinal Chemistry Society (SCT) Held in Caen (Normandy)

Outstanding Medchem in France: Guest editors Janos Sapi, Luc Van Hjfte, and Patrick Dallemagne look back at the 52nd International Conference on Medicinal Chemistry (RICT 2016) held in Caen, France. They discuss the history of the French Medicinal Chemistry Society (Société de Chimie Thérapeutique, SCT) and provide highlights of last years events, including some key presentations now collected in this Special Issue.

Interfacing chemical biology and drug discovery: report from the 50th International Conference on Medicinal Chemistry of the SCT (French Medicinal Chemistry Society), July 2-4, 2014, Rouen, France.

50th International Conference on Medicinal Chemistry of the SCT (French Medicinal Chemistry Society), July 2−4, 2014, Rouen, France Janos Sapi,*,† Fred́eŕic Schmidt,‡ Luc Van Hijfte, and Pascal George †SCT Vice-President, UMR CNRS 7312, Universite ́ de Reims-Champagne-Ardenne, 51 rue Cognacq-Jay, F-51069 Reims Cedex, France ‡SCT Communication Officer, Institut Curie, Research Center, CNRS UMR3666, INSERM U1143, 26 rue d’Ulm, F-75248 Paris, France NovAliX, BioParc, 850 Blvd Seb́astien Brant, BP 30170, F-67405 Illkirch Cedex, France SCT President, Independent Scientific Expert and Adviser, F-78730 Longvilliers, France T 50th International Conference on Medicinal Chemistry, RICT (Rencontres Internationales de Chimie Theŕapeutique) 2014, focused on “Interfacing Chemical Biology and Drug Discovery” and was co-organized by the French Medicinal Chemistry Society (Societ́e ́ de Chimie Theŕapeutique, SCT) and the University of Rouen (Figure 1). Held on July 2−

Corrigendum to “Polymer-supported electron-rich diene for hetero Diels–Alder reactions”: [Tetrahedron Lett. 44 (2003), 3645]

12. The Merrifield support was purchased from Novabiochem 1% DVB, 200–400 mesh, 1–1.5 mmol/g. When the procedure reported under Scheme 2 was used, the loading of resin B was shown to be three times higher than the corresponding loading obtained by Tietze’s procedure. Scheme 2. Reagents and conditions : (i) NaH, DMF, 80°C; (ii) pTsOH, MeOH/CH2Cl2; (iii) diketene, DMAP, CH2Cl2, −50°C to rt; (iv) HC(OMe)3, H2SO4 (cat.), rt, then heating at 60°C; (v) a. LDA, THF, −78°C, b. DMPU, c. tBuMe2SiCl, −78°C, then rt.