75363-59-6

Upstream product

• 79752-41-3 2-((Z)-2-pentenyl)-3,4-dihydro-2H-pyran 
• 6789-80-6 (3Z)-hexenal 
• 79752-47-9 2-(2-pentynyl)-3,4-dihydro-2H-pyran 
• 1035796-04-3 6-(prop-2-yn-1-yl)tetrahydro-2H-pyran-2-ol 
• 111-30-8 Glutaraldehyde 
• 3749-36-8 2-hydroxymethyl-3,4-dihydro-2H-pyran 
• 100-73-2 acrolein dimer 
• 79752-50-4 6-(2-pentynyl)-5,6-dihydro-2(2H)-pyranone 
• 87921-60-6 (1Z,6Z)-1-bromo-1,6-nonadien-4-ol 
• 79752-46-8 2-(2-propynyl)-3,4-dihydro-2H-pyran 

Relevant academic research and scientific papers

Stereoselective Synthesis of Alcohols, XXII. E/Z-Selectivity on Addition of α-Substituted Allylboronates to Aldehydes

α-Heterosubstituted allylboronates 7 are prepared.Addition of 7 to aldehydes results in E/Z-isomeric homoallyl alcohols 13 and 14.The reasons for the predominant formation of the Z-isomer 14 are discussed.The Z-bromo olefins 16 and 20 obtained in this way serve as starting point for chain extension or formation of δ-lactones 21.

Z-SELECTIVE FORMATION OF SUBSTITUTED HOMOALLYL ALCOHOLS

The α-substituted allylboronates 4 add to aldehydes giving with high Z-preference the homoallyl alcohols 1.The Z-vinyl bromides obtained were further converted into δ-lactones.