Showing papers by "Keiichiro Fukumoto published in 2010"

Palladium-Catalyzed Reductive Cyclization Reaction in Alkaloid Synthesis - An Enantioselective Total Synthetic Route to (+)- Pumiliotoxin C.

Abstract: Beginning with the chirally homogeneous cyclohexenol 3, an enantioselective total synthetic route to (+)-pumiliotoxin C (1) has been described Palladium catalyzed reductive cyclization reaction was employed to prepare a key component in the synthesis

Ring Expansion of Cyclopropylmethanols to Cyclobutanes - An Enantioselective Total Synthesis of (R)-(+)-Dodecan-5-olide, and (S)-(+ )- and (R)-(-)-5-((Z)-Dec-1-enyl)dihydrofuran-2(3H)-one.

Abstract: A novel and convenient route to chiral cyclobutanones (8) and (9) by ring expansion of the Cyclopropylmethanols (6) and (7) was developed, leading to an enantioselective total synthesis of (R)–(+)-dodecan-5-olide (25), and (S)-(+)- and (R)–(-)-5-[(Z)-dec-1-enyl]dihydrofuran-2(3H)-one (35) and (36)(the pheromone of the Japanese beetle).

Lewis Acid Promoted Tandem (4 + 2)Cycloaddition‐Rearrangement Process. A Simple and Efficient Synthesis of Highly Functionalized Oxabicyclo(3. 3.1)nonanes.

Abstract: Catalytic Lewis acid promoted tandem [4 + 2]cycloaddition rearrangement processes of the trienic esters (4), (8) and (9) are reported. The novel tandem reactions proceed under thermal (110°C, aluminum catalyst) conditions and afford the highly functionalized oxabicyclo[3.3.1]nonanes (5), (10) and (11), respectively

Enantioselective Synthesis of 6-Oxygenated Atisine Derivative via Intramolecular Double Michael Reaction.

Abstract: An enantioselective synthesis of a 6-oxygenated atisine derivative 20 is described. The atisine skeleton 18 was stereoselectively constructed by the intramolecular double Michael reaction of the enone ester 16, derived, through the aldehyde 3, from the symmetrical ketone 4.