Koichi Naito

Concise enantiospecific syntheses of (+)-Eldanolide and (−)-cis-whisky lactone

Abstract (+)-Eldanolide 3 and (−)- cis -whisky lactone 6 were synthesized by employing a reductive carbon-carbon bond cleavage reaction of the cyclopentane derivative 1b , readily accessible from (+)-carvone, as a key step.

Acylated pelargonidin glycosides from a red potato

Abstract Two acylated pelargonidin glycosides were isolated from red tubers of a anthocyanin-rich tetraploid potato which was successfully selected from hybrid seedlings between cultivars of Solanum tuberosum and S. andigena . The major pigment was identified as pelargonidin 3-O-[(4″-O-(trans-p- coumaroyl )-α- l -6″-rhamnopyranosyl -β- d -glucopyranoside ]-5-O-[β- d -glucopyranoside ] by chemical and spectral measurements, and another was determined to be pelargonidin 3-O-[(4″-O-(trans- feruloyl)-α- l -6″-rhamnopyranosyl-β- d -glucopyranoside ]-O-[β- d -glucopyranoside ] as a minor pigment.

A Short Synthesis of Enantiomerically Pure (+)-Eldanolide and (-)-cis-Whisky Lactone by Samarium Diiodide Promoted Fragmentation of g-Halo Esters

A stereoselective synthesis of (+)-eldanolide and (-)-cis-whisky lactone in optically pure forms has been achieved by employing a regioselective fragmentation reaction of the γ-halo esters as a key step

Samarium(II) iodide promoted reductive fragmentation of γ-halo carbonyl compounds: application to the enantiospecific synthesis of (–)-oudemansin A

The reductive regioselective bond-cleavage reaction of γ-halo carbonyl compounds with samarium(II) iodide is developed and its utilisation in the enantiospecific synthesis of (–)-oudemansin A is described.

Novel carbon–carbon bond formation by means of a rhodium acetate-catalysed reaction of γ,δ-unsaturated diazoketone and its application to the synthesis of 4-epi-isovalerenenol

Rhodium acetate-catalysed decomposition of a γ,δ-unsaturated diazoketone gives novel carboncarbon bond formation, a method used to synthesise 4-epi-isovalerenenol.

An Enantioselective Synthesis of the Key Intermediate for the Preparation of 1b-Methylcarbapenem Antibiotics

The title key intermediate has been synthetised via a cyclopentane derivative , as a chiral source, readily derived from (−)-carvone

Chiral synthesis of the key intermediate for 1β-methylcarbapenem antibiotics starting from (–)-carvone

A stereoselective synthesis of the key intermediate for the preparation of 1β-methylcarbapenem antibiotics was achieved by using a cyclopentanone derivative, easily derived from (–)-carvone, as a starting material.

Concise enantiospecific synthesis of the key intermediate for heteroyohimbine alkaloids: formal synthesis of ajmalicine and 19-epi-ajmalicine

Concise enantiospecific synthesis of the key intermediate for ajmalicine 1 and 19-epi-ajmalicine 2 has been achieved starting from a chiral cyclopentanone derivative, easily derived from (–)-carvone.

Efficient chiral synthesis of Melillo's lactone, a key intermediate for the synthesis of thienamycin

Optically active Melillos lactone (13) was synthesised from the cyclopentane derivative (7), easily derived from (–)-carvone.