88595-34-0

Upstream product

• 88595-33-9 (R)-1-((2S,6S)-6-Methoxy-tetrahydro-pyran-2-yl)-ethane-1,2-diol 
• 109001-89-0 (2R:6S:1'R)-2-methoxy-6-(1',2'-di-O-acetoxyethyl)tetrahydropyran 
• 60335-90-2 (S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-methoxy-3,6-dihydro-2H-pyran 
• 88595-32-8 (S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-methoxy-tetrahydro-pyran 

Relevant academic research and scientific papers

STEREOCHEMISTRY OF DIELS-ALDER REACTION AT HIGH-PRESSURE:INFLUENCE OF PRESSURE ON ASYMMETRIC INDUCTION IN (4+2)CYCLOADDITION OF 1-METHOXYBUTA-1,3-DIENE TO 2,3-O-ISOPROPYLIDENE-D-GLYCERALDEHYDE

High pressure (4+2)cycloaddition of 1-methoxybuta-1,3-diene (1) to 2,3-O-isopropylidene-D-glyceraldehyde (2) afforded four diastereoisomeric 6-substituted 2-methoxy-5,6-dihydro-2H-pyrans (3), for which the diastereoisomeric excess and absolute configuration were determined.The effects of pressure, temperature and solvent on asymmetric induction were examined.Stereochemical models were used for interpretation of the results.

Asymmetric Induction in the High-pressure Cycloaddition of 2,3-O-Isopropylidene-D-glyceraldehyde to 1-Methoxybuta-1,3-diene

The high pressure cycloaddition of 2,3-O-isopropylidene-D-glyceraldehyde (2) to 1-methoxybuta-1,3-diene (1) afforded the diastereoisomeric cycloadducts (3) for which the diastereoisomeric excess and absolute configuration have been determined.