844498-90-4

Upstream product

• 160309-16-0 (R)-(-)-(1-phenyl-prop-2-ynyloxy)(tert-butyl)dimethylsilane 
• 130874-89-4 (2R,3R)-1,4-dimethoxy-1,1,4,4-tetraphenyl-2,3-butandiol 
• 4187-87-5 (R)-1-phenyl-2-propyn-1-ol 

Downstream Products

• 844498-91-5 (E)-(S)-3-[(4R,5R)-4,5-Bis-(methoxy-diphenyl-methyl)-[1,3,2]dioxaborolan-2-yl]-5-phenyl-pent-4-enoic acid ethyl ester 
• 84582-08-1 (1S,2S)-1,2-diphenylpropane-1,3-diol 
• 844498-97-1 ethyl (Z,5R,6S)-6-hydroxy-5,6-diphenylhex-3-enoate 
• 1246043-54-8 (2S,3R,E,4'R,5'R)-ethyl 3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-2-methyl-5-phenylpent-4-enoate 
• 1246043-53-7 (2R,3R,E,4'R,5'R)-ethyl 3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-2-methyl-5-phenylpent-4-enoate 

Relevant academic research and scientific papers

Palladium-Catalyzed Diastereoselective Synthesis of (Z)-Conjugated Enynyl Homoallylic Alcohols

The diastereoselective synthesis of anti-homoallylic alcohols bearing conjugated (Z)-enynes through a palladium-catalyzed three-component reaction is described. This reaction features a broad substrate scope, good functional group compatibility, and high levels of (Z)-alkene stereocontrol. In this reaction, Pd(0) functions as a catalyst in two fundamental steps of the tandem sequence: 1) the generation of a borylated π-allylpalladium species from bifunctional conjunctive reagents, inducing umpolung allylation of aldehydes, and 2) C(sp2)?C(sp) cross-coupling. Further transformations of the obtained products highlight their synthetic utility. (Figure presented.).

New 1,3-disubstituted enantiomerically pure allylboronic esters by Johnson rearrangement of boron-substituted allyl alcohols

Starting from commercially available 1-substituted propargylic alcohols 6, 18 and ent-18, stable enantio- and diastereomerically pure 1,3-disubstituted allylboronic esters 10, 19 and 20 were synthesized. The key step - a Johnson rearrangement - was highly