58460-95-0

Upstream product

• 3587-60-8 Benzyloxymethyl chloride 
• 115-11-7 isobutene 
• 58558-53-5 (((3-methylbut-3-en-1-yl)oxy)methyl)benzene 
• 6278-91-7 4-(benzyloxy)-2-butanone 
• 138432-95-8 1-O-benzyl-3-methyl-1,3-butanediol 

Downstream Products

• 181219-14-7 Benzoic acid (3S,3aS,3bS,6aR,7R,7aR)-4,4,6a-trimethyl-7-methylsulfanylthiocarboxyoxy-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester 
• 181219-12-5 Benzoic acid (3S,3aS,3bS,6aR,7R,7aR)-7-formyloxy-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester 
• 181219-13-6 Benzoic acid (3S,3aS,3bS,6aR,7R,7aR)-7-hydroxy-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester 
• 181219-15-8 Benzoic acid (3S,3aS,3bS,6aS,7aS)-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester 
• 181219-02-3 (3S,3aR,4R,7S,7aR)-3-(3-Benzyloxy-1,1-dimethyl-propyl)-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one 

Relevant academic research and scientific papers

Hydrohalogenation of Unactivated Alkenes Using a Methanesulfonic Acid/Halide Salt Combination

The hydrochlorination, hydrobromination, and hydroiodination of unactivated alkenes using methanesulfonic acid and inorganic halide salts (CaCl2, LiBr, LiI) in acetic acid are reported. This approach uses readily available and inexpensive reagents to prov

Isolable and Readily Handled Halophosphonium Pre-reagents for Hydro- and Deuteriohalogenation

Although the addition of acid halides across olefins is well-studied, limitations remain with a number of substrate classes that possess leaving groups, polyunsaturation, and acid-sensitive moieties, particularly polyenes prone to cyclization. The process is also challenging when conducted on a small scale, and moreover, methods for the addition of their deuterated counterparts typically require special techniques, especially when control of stoichiometry is required. Herein is described a readily synthesized and handled reagent class which can accomplish the controlled and selective Markovnikov addition of both HCl and HBr across several alkene classes under mild reaction conditions tolerant of diverse functionality. The process is particularly valuable on a laboratory scale, and direct comparisons to other methods are provided. As a result of in-depth mechanistic studies seeking to understand how these novel tools work and the active species behind their efficacy, the means to easily add DCl and DBr using a controlled amount of D2O was discovered along with the critical role of hydrolysis in leading to active hydrohalogenation species.

An Enantioselective Route to (-)-Δ9(12)-Capnellene Employing Silyl Group Directed Stereo Control

A formal synthesis of a marine natural product (-)-Δ9(12)-capnellene has been achieved by employing silyl group directed stereo control, starting from (-)-2-methyl-4-trimethylsilyl-2-cyclopenten-1-one.