(6S,7S,8S,8aS)-6-Ethyl-7,8-dihy­droxy-1,5,6,7,8,8a-hexa­hydro­indolizin-3(2H)-one monohydrate

The absolute configuration of the title compound, C10H17NO3·H2O, was assigned from the synthesis. In the mol­ecular structure, the central six-membered ring of the indolizine moiety adopts a chair conformation, with two atoms displaced by −0.578 (2) and 0.651 (1) Å from the plane of the other four atoms [maximum deviation 0.019 (2) Å] The conformation of the fused oxopyrrolidine ring is close to that of a flat envelope, with the flap atom displaced by 0.294 (1) Å from the plane through the remaining four atoms. In the crystal, one of the hy­droxy groups is hydrogen-bonded to two water mol­ecules, while the other hy­droxy group exhibits an inter­molecular hydrogen bond to the carbonyl O atom, resulting in a chain parallel to the b axis

(3aR,8aS,9S,9aR)-9-Hydroxy­perhydro­furo[3,2-f]indolizin-6-one

In the title compound, C10H15NO3, the central six-membered ring of the indolizine system adopts a chair conformation, while the oxopyrrolidine and hydro­furan rings attached to the indolizine ring system have envelope conformations. In the crystal, the mol­ecules form chains parallel to the b axis via inter­molecular O—H⋯O hydrogen bonds. The absolute configuration was assigned from the synthesis

(7R,8R,8aS)-8-Hydr­oxy-7-phenyl­per­hydro­indolizin-3-one

The absolute configuration of the title compound, C14H17NO2, was assigned from the synthesis. There are two mol­ecules in the asymmetric unit. Their geometries are very similar and corresponding bond lengths are almost identical [mean deviation for all non-H atoms = 0.015 (2) Å]. The six-membered ring of the indolizine system adopts a chair conformation. In the crystal structure, mol­ecules form chains parallel to the a axis via inter­molecular O—H⋯O hydrogen bonds, which help to stabilize the crystal structure

En-route to scarce furo[3,2-f]indolizidines, -indolizidin-9-ols and their stable quaternary ammonium salts based on the stereoselective catalytic hydrogenation of furan nucleus

International audienc

An expedient synthesis of 7(S)-ethyl-8(R or S)-indolizidinols based on a thiophene reductive desulfurization

International audienc

Synthesis and reductive desulfurization of chiral non-racemic benzothienoindolizines. An efficient approach to a novel bioactive tylophorine alkaloid analogue and 6-phenylindolizidine

International audienc

Highly diastereoselective approach to novel phenylindolizidinols via benzothieno analogues of tylophorine based on reductive desulfurization of benzo[b]thiophene

International audienc

Regioselective ring opening of the chiral non-racemic furoindolizidinols. New entry to alkylindolizidinediol derivatives

International audienc

Highly diastereoselective approach to novel tetrahydrofuran-fused indolizidinols: a one-step formation of three contiguous stereocenters

International audienc