81703-36-8

Upstream product

• 91913-82-5 1-((4S,5S)-2,2,5-Trimethyl-[1,3]dioxolan-4-yl)-ethanol 
• 107983-40-4 (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylic acid 
• 1336854-12-6 (4R,5S)-N-methoxy-N,2,2,5-tetramethyl-1,3-dioxolane-4-carboxamide 
• 676-58-4 methylmagnesium chloride 
• 1336854-09-1 biphenyl-4-ylmethyl (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylate 
• 84519-53-9 (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carbaldehyde 

Relevant academic research and scientific papers

Scalable synthesis of enantiomerically pure syn -2,3-dihydroxybutyrate by sharpless asymmetric dihydroxylation of p -phenylbenzyl crotonate

An efficient four-step synthetic route to the useful chiral building block (2R,3S)-dihydroxybutyric acid acetonide in >95% ee is detailed. The sequence is readily scaled, requires no chromatography, and allows for efficient recycling of p-phenylbenzyl alcohol, an expedient for enantio- and diastereoenrichment by recrystallization.

THE ABSOLUTE CONFIGURATION OF THE SIDE CHAIN DIOL MOIETY OF THE POISON-FROG ALKALOID PUMILIOTOXIN B

The absolute configuration of the diol moiety in the side chain of pumiliotoxin B has been established by comparison of the ozonolysis product from pumiliotoxin B diacetate with the synthetic 3,4-diacetoxy-2-pentanone derived from L-(+)-tartaric acid.This indicates the absolute configuration (R,R) of C-15, C-16 diol of pumiliotoxin B.