205692-50-8

Upstream product

• 113368-89-1 (-)-8-phenylmenthyl dimethyl phosphonoacetate 
• 318268-10-9 (1R,2S,5R)-8-phenylmenthyl (E)-5-[(tetrahydro-2H-pyran-2-yl)oxy]-2-pentenoate 
• 1027832-85-4 (E)-5-(tert-Butyl-dimethyl-silanyloxy)-pent-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 

Downstream Products

• 189265-60-9 (-)-(4S)-4-((1R,3R,4S)-8-phenylmenthyloxycarbonylmethyl)-N-[2-(indol-3-yl)ethyl]piperidin-2-one 
• 189265-58-5 (+)-(1'R,3'R,4'S)-8'-Phenyl-p-menthan-3'-yl(4S)-2-oxo-3,4,5,6-tetrahydro-2H-pyran-4-ylacetate 
• 1025907-17-8 (2S,12bR)-(1,2,3,4,6,7,12,12b-Octahydro-indolo[2,3-a]quinolizin-2-yl)-acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 
• 205692-51-9 ((S)-2-Ethoxy-tetrahydro-pyran-4-yl)-acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 
• 189265-57-4 (E)-5-(2-Bromo-1-ethoxy-ethoxy)-pent-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 

Relevant academic research and scientific papers

Enantioselective synthesis of (7R,8R,8aR)- and (7S,8S,8aS)-7-hydroxy-8-indolizidinemethanol by 1,3-dipolar cycloaddition of 1-pyrroline N-oxide to chiral pentenoates

The 1,3-dipolar cycloadditions of pyrroline N-oxide (1) with (1R,2S)-trans-2-phenylcyclohexyl- and with (1R,2S,5R)-8-phenylmenthyl-pent-2-enoates (9 and 10) proceed with opposite diastereoselectivities. The two enantiomers of a new dihydroxyindolizidine, (+)-6 and (-)-6, were synthesized using 4 and 5, respectively, as the chiral auxiliary.

Diastereofacial selectivity of radical cyclization using chiral α,β-unsaturated ester and amide: Investigation of a new chiral synthon synthesis

The chiral α,β-unsaturated ester (3a) gave cyclic acetal (4aA) in a highly diastereoselective manner (>98% de) by radical cyclization, which was carried out in the presence of MAD. Furthermore, 4aA was converted into chiral lactone (9), possessing the stereogenic center with three differentiated C-2 units.