89104-02-9

Upstream product

• 53346-05-7 (R)-2-benzyloxypropanal 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 762-72-1 allyl-trimethyl-silane 
• 1323952-38-0 C₁₄H₂₀O₃ 
• 1730-25-2 allylmagnesium bromide 
• 1105507-44-5 1-(((R)-1-(4-methoxybenzyloxy)propan-2-yloxy)methyl)benzene 
• 87037-69-2 (R)-2-(benzyloxy)propan-1-ol 

Relevant academic research and scientific papers

Stereoselective synthesis of C19-C27 fragment of bryostatin 11

A convergent synthesis of C19-C27 fragment (2) of bryostatin-11 is described. The key steps involved in this approach are kinetic resolution, Grignard reaction, and Sharpless dihydroxylation. AIBN catalyzed radical cyclization strategy has been used for the first time to construct the six-membered pyran system.

Synthetic approaches to the bottom half fragment for bryostatin 11

An approach towards the stereoselective synthesis of the bottom half fragment of bryostatin 11 is described. Key steps -include asymmetric aldol and Saksena-Evans reduction reactions -to construct multiple stereogenic centers and thioketalization-lactoniz

Stereoselective addition of organomanganese reagents to chiral acylsilanes and aldehydes

Organomanganese halides and organomanganates prepared by transmetalation of organolithium and Grignard reagents add smoothly to the carbonyl moiety of acylsilanes and of substituted aldehydes bearing a chiral center at the α-position affording the desired

Synthesis and Pharmacological Investigation of the Enantiomers of Muscarone and Allomuscarone

A strategy based on the use of (R)- and (S)-lactic ester as starting materials allowed the synthesis of the two enantiomers of muscarone and allomuscarone in >98percent enantiomeric excess.The compounds were examined for their ability to bind to membranes from cerebral cortex (M1), heart (M2), and salivary glands (M3) and to recognize affinity agonist states of the muscarinic receptors.The two pairs of enantiomers were also tested in five functional assays, and their muscarinic potency was determined.In both binding and functional tests, (-)-1 (2S,5S) and (-)-5 (2R,5S) were the eutomers of muscarone and allomuscarone, respectively.The eudismic ratio of muscarone, evaluated in the functional tests, spanned a range of 280-400.These values are substantially different from ones (2.4-10.1) reported in the literature.From a stereochemical point of view, muscarone behaves as muscarine and all other major muscarinic agonists; as a consequence, the hypotheses advanced to account for the anomalies of muscarone no longer have reason to exist.

ACYCLIC STEREOSELECTION. 20. HIGH DIASTEREOFACIAL SELECTIVITY IN THE STANNIC CHLORIDE MEDIATED REACTIONS OF ALLYLSILANES WITH CHIRAL α- AND β-ALKOXY ALDEHYDES.

Stannic chloride is an effective catalyst for the reaction of allylsilanes with chiral α- and β-alkoxy aldehydes.In the case of α-alkoxy aldehyde 1, the diastereofacial preference is outstanding (>35:1).With β-alkoxy aldehydes 5 and 6, selectivity lower, but still quite acceptable (7-12:1).