228098-77-9

Upstream product

• 228098-71-3 (2R)-2-<(3S,4S)-3,4-Dihydroxy-(2S)-2-<(1R)-1-hydroxy-3-phenylpropyl>-5-oxopyrrolidin-1-yl>-2-phenylethylbenzoate 
• 228098-62-2 (2R)-2-(2,5-Dihydro-2-oxopyrrol-1-yl)-2-phenylethylbenzoate 
• 228098-63-3 (2R)-2-<2-(tert-Butyldimethylsiloxy)pyrrol-1-yl>-2-phenylethylbenzoate 
• 228098-67-7 (2R)-2-<(2R)-2,5-Dihydro-2-<(1R)-1-hydroxy-3-phenylpropyl>-5-oxopyrrol-1-yl>-2-phenylethylbenzoate 

Relevant academic research and scientific papers

Asymmetric routes towards polyfunctionalized pyrrolidines: A short diastereoselective synthesis of polyhydroxylated pyrrolidines and an indolizidine

Various (2S,3S,4R)-2-[(1R)-1-hydroxyalkyl]pyrrolidine-3,4-diols (11) have been prepared in 8 steps and 13-20% overall yield starting from (R)-(- )-phenylglycinol. This concise approach is based on the condensation of a chiral silyloxypyrrole with aldehydes which gave the (R,R)-aldol compounds in good yields and high diastereoselectivities. The cis-hydroxylation followed by reduction and deprotection gave the desired trihydroxylated pyrrolidines. The same strategy has been successively applied to a formal synthesis of 8a- epi-swainsonine.