121441-39-2

Upstream product

• 928-97-2 (E)-3-hexen-1-ol 
• 100-39-0 benzyl bromide 
• 863982-07-4 (Z)-5-benzyloxy-hex-3-en-2-ol 

Downstream Products

• 121441-15-4 (3RS,4RS)-1-(benzyloxy)-3,4-epoxyhexane 
• 121441-23-4 (3RS,4SR)-1-(benzyloxy)-4-hydroxy-3-methylhexane 
• 121441-22-3 (3RS,4SR)-1-(benzyloxy)-3-hydroxy-4-methylhexane 
• 928-97-2 (E)-3-hexen-1-ol 
• 649343-06-6 2-(2-Benzyloxy-ethyl)-3-ethyl-oxirane 

Relevant academic research and scientific papers

An efficient method for the reductive transposition of allylic alcohols

The Mitsunobu reaction of allylic alcohols with o- nitrobenzenesulfonylhydrazine (NBSH) as nucleophile proceeds at -30 °C with invertive displacement; warming the resultant N-allylic sulfonylhydrazine derivative to 23 °C then leads to allylic diazene formation followed by sigmatropic elimination of dinitrogen. This one-step method for reductive 1,3-transposition is shown to be efficient and highly regio- and stereocontrolled within a wide range of allylic alcohol substrates.

Carbohydrate/DBU Cocatalyzed Alkene Diboration: Mechanistic Insight Provides Enhanced Catalytic Efficiency and Substrate Scope

A mechanistic investigation of the carbohydrate/DBU cocatalyzed enantioselective diboration of alkenes is presented. These studies provide an understanding of the origin of stereoselectivity and also reveal a strategy for enhancing reactivity and broadening the substrate scope.

A stereospecific palladium-catalyzed route to monoalkyl diazenes for mild allylic reduction

(Chemical Equation Presented) One step beyond: The first single-step stereospecific transition-metal-catalyzed conversion of allylic electrophiles into monoalkyl diazenes is described. This synthesis of allylic monoalkyl diazenes offers a new strategy for asymmetric synthesis by the reduction of optically active substrates or the use of chiral catalyst systems. Sensitive substrates are reduced in a highly selective manner. Ar = 2-NO2C 6H2.

Regiochemical control of the ring opening of 1:2-epoxides by means of chelating processes. 10. Synthesis and ring opening reactions of mono- and difunctionalized cis and trans aliphatic oxirane systems

The regiochemical outcome of the ring opening of 1:2-epoxides through chelation processes assisted by metal ions, was verified in mono- and difunctionalized aliphatic oxirane systems bearing the heterofunctionality (OR) in an homoallylic and/or allylic relationship to the oxirane ring. The effect of the distance of the OR functionality from the oxirane ring and of the type of protective group on the regiochemical outcome of these systems is examined. In some cases, the use of LiClO4 or Mg(ClO4)2 as the promoting metal salt makes it possible the obtainment of a nice regioalternating process.