180976-46-9

Upstream product

• 180976-44-7 (S)-4-Benzyl-3-[(E)-(2S,3R)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-2-vinyl-pent-4-enoyl]-oxazolidin-2-one 
• 180976-45-8 (S)-4-Benzyl-3-[(2E,6Z)-(S)-7-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-hepta-2,6-dienoyl]-oxazolidin-2-one 

Downstream Products

• 195376-19-3 (2'E,4S,5'S)-4-benzyl-3-[(7'-hydroxy-5'-phenyl)-2'-heptenoyl]-2-oxazolidinone 

Relevant academic research and scientific papers

Stereodivergent Synthesis of Enantiopure Tetrahydropyrans via the Silyloxy-Cope Rearrangement of Chiral Aldol Products

A stereoselective synthesis of highly substituted and enantiopure tetrahydropyrans from chiral 7-hydroxy-2-alkenoic imides and esters is described. Depending on the carboxylic acid derivative the base-induced cyclization is kinetically or thermodynamically controlled to deliver either tetrahydropyran stereoisomer selectively.

Silyloxy-cope rearrangement of chiral aldol adducts

The silyloxy-Cope rearrangement of a chiral 1,5-diene generated from aldol condensation proceeds in high yield and selectivity under mild thermal conditions to generate a new stereocenter five atoms removed from the chiral auxiliary.