32363-92-1

Upstream product

• 58577-59-6 1,1,1-tribromo-3-methyl-butan-2-ol 
• 558-13-4 carbon tetrabromide 
• 78-84-2 isobutyraldehyde 
• 598-23-2 3-methyl-but-1-yne 
• 73383-20-7 1,1,1-tribromo-2-methoxy-3-methyl-butane 
• 73383-13-8 1,1-dibromo-2-methoxy-3-methyl-butane 
• 110-86-1 pyridine 

Downstream Products

• 109-65-9 1-bromo-butane 
• 36566-80-0 2-methyl-3-hexyne 
• 222020-96-4 (1R,2R,5S)-2-i-propyl-5-methyl-1-(3-methyl-1-butyn-1-yl)cyclohexan-1-ol 
• 23293-50-7 5-methylhex-3-yn-2-ol 
• 1370641-43-2 (4S)-3-(3-methylbut-1-yn-1-yl)-4-phenyl-1,3-oxazolidin-2-one 

Relevant academic research and scientific papers

Studies Towards a Concise Enantioselective Synthesis of Roseophilins

An oxazolidone auxiliary-controlled asymmetric Nazarov reaction has been applied to the synthesis of the cyclopentyl-fused pyrrole core of roseophilins. Additionally, a concise synthetic route to the pyrrole-furan biaryl fragment required in the synthesis of the recently isolated dechlororoseophilin is described. It is anticipated that these two syntheses can be combined in future efforts to provide efficient, convergent access to (+)-dechlororoseophilin.

Preparation method of novel boron-containing adjuvant drug key intermediate chiral alpha-amino borate

The invention belongs to the technical field of drug synthesis and preparation, and particularly relates to a preparation method of a novel boron-containing adjuvant drug key intermediate chiral alpha-amino borate. The preparation method has the advantages of cheap and easily available raw materials, simple operation, mild reaction, simple post-reaction treatment, high optical purity of the product and the like, the final product does not need to be further purified, the industrialization requirement is met, and the preparation method has very remarkable economic practicability and developmentpotential.

Synthesis of the Verapamil Intermediate through the Quaternary Carbon-Constructing Allylic Substitution

In the present study, the key secondary allylic picolinate was synthesized via Pd(PPh 3) 4 -catalyzed coupling of the TBS ether of (R, Z)-4-iodo-5-methylhex-3-en-2-ol with allyl-MgBr. Allylic substitution of the picolinate with the copper reagent derived from 3,4-(MeO) 2 C 6 H 3 MgBr and Cu(acac) 2 in a 2:1 ratio afforded the anti S N 2′ product with complete chirality transfer and 91% regioselectivity. Synthetic manipulation of the olefin moiety led to the nitrile group, generating the intermediate for the synthesis of (S)-verapamil.

Application and scope of Schreiber's gold(I)-catalyzed α-pyrone synthesis to ring a aromatic podolactones

Schreiber's gold(I)-catalyzed synthesis of α-pyrones was adapted to the total synthesis of a ring A aromatic podolactone, urbalactone. The scope of the acetylenic ester partner in the formation of α-pyrones was studied. The total synthesis features, as ke

Palladium(0)-catalyzed cross-coupling of 1,1-diboronates with vinyl bromides and 1,1-dibromoalkenes

Palladium-catalyzed cross-coupling reactions of 1,1-diboronates with vinyl bromides and dibromoalkenes were found to afford 1,4-dienes and allenes, respectively. These reactions utilize the high reactivities of both 1,1-diboronates and allylboron intermediates generated in the initial coupling.

Copper-catalyzed domino route to natural nostoclides and analogues: A total synthesis of nostoclides i and II

An original and convenient domino route to natural nostoclides I and II has been developed using a two-step sequence consisting of a copper-cat-alyzed tandem reaction associated with Suzuki cross-coupling. The methodology employed for this total synthesis appeared to be an interesting and suffi-ciently flexible tool to allow the synthesis of numer-ous analogues of these nostoclides.

A reductive-coupling plus nazarov cyclization sequence in the asymmetric synthesis of five-membered carbocycles

Palladium-mediated hydrostannylation of alkynoyl compounds is combined with Stille-Scott cross-coupling (reductive-coupling) to give one-pot access to divinyl and aryl vinyl ketones, which undergo Nazarov cyclization to give cyclopentenones upon treatment with acid. This reaction sequence has been studied with a variety of different substitution patterns, including the use of oxazolidinone auxiliaries to achieve torquoselectivity in the Nazarov cyclization. Through a combination of good yields and moderate to good levels of stereochemical induction, this approach affords efficient, convergent, and asymmetric access to a variety of different cyclopentanoid systems.

Amide-directed catalytic asymmetric hydroboration of trisubstituted alkenes

(Chemical Equation Presented) Rhodium-catalyzed hydroborations of trisubstituted alkenes are generally slow and often suffer from competing alkene isomerization. In contrast, the trisubstituted alkene moieties contained within the framework of a β,γ-unsat

Approach toward the total synthesis of orevactaene. Part 1: Assembly of the contiguous trisubstituted olefin component

An approach to the conjugated polyene chain component of orevactaene is reported. A modular approach has been devised to link the two stereocentre-containing ends of the structure together via a trisubstituted olefin-template. Key to the success of this a

Synthesis, properties, oxidation, and electrochemistry of 1,2- dichalcogenins

Syntheses are presented of the 1,2-dichalcogenins: 1,2-dithiin, 1,2- diselenin, and 2-selenathiin, both substituted and unsubstituted. 1,2-Dithiin and 1,2-diselenin are prepared by reaction of PhCH2XNa (X = S or Se) with 1,4-bis(trimethylsilyl)-1,3-butadiyne followed by reductive cleavage and oxidation. 2-Selenathiin is similarly prepared using a mixture of PhCH2SeNa and PhCH2SNa. Reaction of titanacyclopentadienes with (SCN)2 or (SeCN)2 followed by bis(thiocyanate) or bis(selenocyanate) cyclization affords substituted 1,2-dithiins or 1,2-diselenins, respectively. With S2Cl2, 1,2- dithiins are directly formed from titanacyclopentadienes. Oxidation of 1,2- dithiins and 1,2-diselenins gives the corresponding 1-oxide and, with 1,2- dithiins and excess oxidant, 1,1-dioxides; oxidation of 2-selenathiin gives the 2-oxide. Electrochemical oxidation of 1,2-dichalcogenins, which have a twisted geometry, affords planar radical cations by an EC mechanism. One- electron AlCl3 oxidation of 3,6-diphenyl-1,2-dithiin gives the corresponding radical cation, characterized by EPR spectroscopy. Theoretical calculations result in a flattened structure for the 1,2-dithiin radical cation and a fully planar structure for the 1,2-diselenin radical cation. The 77Se NMR chemical shifts of 1,2-diselenin are characteristically high-field-shifted with respect to open chain diselenides in good agreement with results of GIAO-DFT calculations based on MP2 and DFT optimum geometries.