365441-85-6

Upstream product

• 4248-19-5 tert-butyl carbazate 
• 75-07-0 acetaldehyde 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 3753-27-3 sodium 4-methylbenzenesulfonothioate 

Downstream Products

• 267668-37-1 N-tert-butoxycarbonyl-N-(1-methyl-2-propenyl)amine 
• 100927-09-1 (R)-tert-butyl (1-cyanoethyl)carbamate 
• 130013-83-1 (S)-2-(tert-butoxycarbonylamino)propanenitrile 
• 38267-76-4 tert-butyl N-ethylcarbamate 

Relevant academic research and scientific papers

Synthesis of Highly Substituted Quinolines via a Tandem Ynamide Benzannulation/Iodocyclization Strategy

A two-stage "tandem strategy" for the regiocontrolled synthesis of very highly substituted quinolines is described. Benzannulation based on the reaction of cyclobutenones or diazo ketones with N-propargyl-substituted ynamides proceeds via a cascade of several pericyclic reactions to generate multiply substituted aniline derivatives. In the second stage of the tandem strategy, triflate derivatives of the phenolic benzannulation products undergo Larock cyclization upon exposure to iodine to form products that are further elaborated by methods such as palladium-catalyzed coupling to generate quinolines that can be substituted at every position of the bicyclic system.

Ruthenium Metathesis: A Key Step to Access a New Cyclic Tetrasubstituted Olefin Platform

An rapid and mild synthetic route for the preparation of cyclic tetrasubstituted platforms via ruthenium-catalyzed ring-closing metathesis (RCM) has been developed. This process tolerates a wide range of functionalities such as nitrogen, oxygen, sulfur, silicon, and carbon tethered groups, as well as very challenging fluorine and boron atoms (36 derivatives, up to 96%). This diversity-oriented method was further demonstrated by the postfunctionalization reactions, such as Pd-couplings, N-substitution, and reductive amination introducing a morpholine moiety.

Catalytic asymmetric Mannich reaction of glycine Schiff bases with α-amido sulfones as precursors of aliphatic imines

A general and practical CuI-Fesulphos-catalyzed Mannich reaction of glycinate Schiff bases with aliphatic imines generated in situ from α-amido sulfones is described. Imines with linear and branched alkyl chains, including substrates bearing functional groups, can be efficiently applied. The resulting syn-configured orthogonally protected β-alkyl-α,β-diamino acid derivatives are produced with excellent levels of diastereo- (typically syn/anti >90:10) and enantioselectivity (generally ≥90% ee).

An expeditious one-pot synthesis of diethyl N-Boc-1-aminoalkylphosphonates

A general one-pot, purification-free synthesis of diethyl N-Boc-1-aminoalkylphosphonates has been developed. The procedure involves base-catalyzed Michael-type addition of sodium diethyl phosphite to N-Boc imines generated in situ by the action of sodium

Reductive BOC-amination of aldehydes

Base-assisted elimination-reduction of α-amidoalkyl sulfones with sodium borohydride proceeds in tetrahydrofuran at room temperature leading to the corresponding BOC-amines in good yields.