118573-97-0

Upstream product

• 130483-97-5 ((E)-1-Methoxy-3-methyl-4-phenyl-4-trimethylsilanyloxy-but-1-enyl)-triphenyl-phosphonium 
• 100-52-7 benzaldehyde 
• 118574-33-7 rac-2-<(2E)-1-methoxy-2-butenyl>-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 342617-74-7 4-hydroxy-3-methyl-4-phenyl-butyraldehyde 
• 116706-45-7 (2RS,4S*,5S*)-2-methoxy-4-methyl-5-phenyltetrahydrofuran 

Relevant academic research and scientific papers

ALLYLIC 1,3-REARRANGEMENT OF 1-ALKOXYALLYLPHOSPHONIUM SALTS. REGIOCHEMISTRY OF REACTION OF 1-ALKOXY-2-ALKENYLENEPHOSPHORANES WITH ALDEHYDES

It was found that 1-alkoxyallylphosphonium salts underwent allylic 1,3-rearrangement to afford 3-alkoxyallylphosphonium salts.Reaction of 1-alkoxy-2-alkenylene-phosphoranes with aldehydes gave α-adducts, whereas the reaction in the presence of TMSOTf gave γ-adducts.

Stereoselective Synthesis of Alcohols, XXIX. - Addition of (α-Methoxycrotyl)boronates to Aldehydes

α-Phenoxy- (4) and α-methoxycrotylboronates (8) were obtained from the α-chlorocrotylboronates 1.Addition of the phenoxy compound to aldehydes gave the homoallyl alcohols 5/6 as Z/E mixtures; addition of the methoxy compound led to essentially pure Z-enol ethers 9.Enantiomerically enriched (ca. 90percent e.e.) 8 was used in reactions with chiral aldehydes to ensure the formation of the new stereogenic centers under reagent control of diastereoselectivity. - Key Words: Reagent control of stereoselectivity / Z-Enol ether, formation of / Allylboronates, addition to aldehydes