1311201-77-0

Upstream product

• 1311201-39-4 (E)-N-(2-(3-hydroxyprop-1-enyl)benzyl)-4-methylbenzenesulfonamide 
• 1379432-12-8 C₁₀H₁₃NO 
• 98-59-9 p-toluenesulfonyl chloride 
• 18454-44-9 2'-cyanocinnamic acid methyl ester 

Downstream Products

• 1103771-74-9 (1S)-N-tosyl-1-(2-hydroxyethyl)indoline 
• 1311201-78-1 (R)-2-(2-tosylisoindolin-1-yl)ethanol 

Relevant academic research and scientific papers

Method of manufacturing compds. Allylnaphthol

PROBLEM TO BE SOLVED: To provide a method for producing allyl compounds by dehydrative allylation of allyl alcohols and the like in the presence of a catalyst system consisting of a catalyst precursor and a ligand. SOLUTION: In the method for producing allyl compounds: the catalyst precursor consisting of a complex compound having a ruthenium atom is mixed with an (S, S) or (R, R) type ligand having a specific structure; and then, the allyl alcohols and a substrate are mixed to be reacted with each other. In the allyl alcohols: a carbon atom and a hydrogen atom are connected to a carbon atom in the third position or a carbon atom is connected to a carbon atom in the first position; and these carbon atoms are sp2or sp hybridized carbon atoms or these carbon atoms are connected to carbon atoms only. The substrate is a cyclic compound having carbonyl groups in the first and third positions and having a carbon atom in the second position wherein the carbon atom is connected to a carbon atom or a hydrogen atom. COPYRIGHT: (C)2013,JPO&INPIT

Asymmetric dehydrative C-, N-, and O-allylation using Naph-diPIM-dioxo-i- Pr-CpRu/p-TsOH combined catalyst

(S,S)- or (R,R)-Naph-diPIM-dioxo-i-Pr-CpRu(II) complex with a Bronsted acid catalyzes dehydrative intermolecular C-allylation with high enantio- and regioselectivity. The new soft Ru/hard H+ combined catalyst can also be used for intramolecular C-, N-, and O-allylations, giving nearly enantiomerically pure α-alkenyl-substituted cyclic compounds. As water is only the co-product, the synthetic process can be readily scaled up. Georg Thieme Verlag Stuttgart New York.

Enantioselective synthesis of pyrrolidine-, Piperidine-, and azepane-type N -heterocycles with α-alkenyl substitution: The CpRu-catalyzed dehydrative intramolecular N -allylation approach

A cationic CpRu complex of chiral picolinic acid derivatives [(R)- or (S)-Cl-Naph-PyCOOCH2CH=CH2] catalyzes asymmetric intramolecular dehydrative N-allylation of N-substituted ω-amino- and -aminocarbonyl allylic alcohols with a substrate/catalyst ratio of up to 2000 to give α-alkenyl pyrrolidine-, piperidine-, and azepane-type N-heterocycles with an enantiomer ratio of up to >99:1. The wide range of applicable N-substitutions, including Boc, Cbz, Ac, Bz, acryloyl, crotonoyl, formyl, and Ts, significantly facilitates further manipulation toward natural product synthesis.

A chiral bidentate sp2-N ligand, naph-diPIM: Application to CpRu-catalyzed asymmetric dehydrative C-, N-, and O-allylation

A handy new ligand: The CpRu complex (Cp=cyclopentadienyl) of a new type of chiral bisamidine ligand with a naphtho[1,2-b:7,8-b]dipyrroloimidazole (Naph-diPIM) skeleton with a Bronsted acid efficiently catalyzes dehydrative intermolecular C-allylation with high enantio- and regioselectivity. The catalytic system also gives nearly enantiomerically pure cycloalkanes and N- and O-heterocycles with a substrate/catalyst ratios of up to 10 000.