153482-00-9Relevant academic research and scientific papers
Total synthesis of (+)-indolizidine 195 B and (+)-monomorine
Solladie, Guy,Chu, Guo-Hua
, p. 111 - 114 (2007/10/02)
The total synthesis of (+)-Indolizidine 195 B and (+)-Monomorine is described. The formation of the chiral centers was stereocontrolled by chiral sulfoxides.
A NEW PROCEDURE FOR CONSTRUCTION OF 2,6-TRANS-DISUBSTITUTED PIPERIDINES USING OSMIUM-CATALYZED ASYMMETRIC DIHYDROXYLATION: APPLICATION TO THE SYNTHESIS OF (+)-EPIDIHYDROPINIDINE AND (+)-SOLENOPSIN A
Takahata, Hiroki,Inose, Kumiko,Araya, Naomi,Momose, Takefumi
, p. 1961 - 1964 (2007/10/02)
An asymmetric synthesis of (+)-epidihydropinidine (1) and (+)-solenopsin A (2) has been achieved by starting with the Sharpless asymmetric dihydroxylation of the α-amino acid-derived N-alkenylurethanes (3) followed by subsequent aminocyclization.
A SHORT, PRACTICAL SYNTHESIS OF THE ANT VENOM ALKALOID, THREE (3R,5S,8aS)-3-ALKYL-5-METHYLINDOLIZIDINES
Takahata, Hiroki,Bandoh, Hiroshi,Momose, Takefumi
, p. 11205 - 11212 (2007/10/02)
A short, practical and diastereoselective method for preparing the ant venom alkaloid, three (3R,5S,8aS)-3-alkyl-5-methylindolizidines (1-3), has been developed.The stereoselective intramolecular amidomercuration of the N-alkenylurethane 4 followed by oxidative demercuration provides the piperidine alcohol cis-6 as a major product.Thereafter, oxidation of cis-6 followed by the Horner-Emmons elongation of the ring appendages affords the enones 8, 10, and 11, which are stereoselectively converted into 1, 2, and 3, respectively, by catalytic hydrogenation.
