62790-79-8

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 95-48-7 ortho-cresol 
• 533-18-6 2-methylphenyl acetate 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 95-46-5 2-methylphenyl bromide 

Downstream Products

• 95-48-7 ortho-cresol 
• 120743-97-7 <(o-hydroxyphenyl)methyl>dimethylphenylsilane 
• 120743-93-3 <methyl>dimethylphenylsilane 
• 195062-59-0 2-methylphenylboronic acid pinacol ester 
• 119968-49-9 tert-butyldimethyl((2-methylcyclohexyl)oxy)silane 
• 119968-49-9 tert-butyldimethyl((2-methylcyclohexyl)oxy)silane 
• 1446840-39-6 (R)-4-(p-tolyl)-4,5-dihydrobenzo[b]oxepin-2(3H)-one 
• 1446840-35-2 (R)-4-phenyl-4,5-dihydrobenzo[b]oxepin-2(3H)-one 
• 1446841-48-0 4-phenyl-4,5-dihydrobenzo[b]oxepin-2(3H)-one 

Relevant academic research and scientific papers

Synthetic Studies of the Rubellin Natural Products: Development of a Stereoselective Strategy and Total Synthesis of (+)-Rubellin C

This manuscript describes our studies of the class of natural products known as the rubellins, culminating in the total synthesis of (+)-rubellin C. These anthraquinone-based natural products contain a variety of stereochemical and architectural motifs, including a 6-5-6-fused ring system, 5 stereogenic centers, and a central quaternary center. Herein, we report our development of a strategy to target the stereochemically dense core and anthraquinone nucleus, including approaches such as a bifunctional allylboron and vinyl triflate reagent, an anthraquinone benzylic metalation strategy, and a late-stage anthraquinone introduction strategy. Our studies culminate in a successful route to highly functionalized anthraquinone-based natural product scaffolds and a stereoselective total synthesis of (+)-rubellin C. These strategies and outcomes will aid in synthetic planning toward anthraquinone-based natural products of high interest.

Total Synthesis of (+)-Rubellin C

The rubellins are a family of stereochemically complex anthraquinoid heterodimers containing an unprecedented chemical scaffold. Although the rubellins have been known for over three decades, no total synthesis has been achieved since their discovery. The

Asymmetric synthesis of novel spirocycles via a chiral phosphoric acid catalyzed desymmetrization

A straightforward method for the asymmetric preparation of novel lactone and lactam spirocycles is described. An initial desymmetrization via a chiral Br?nsted acid yields enantioenriched lactones which readily undergo a second cyclization to give the des

An efficient and chemoselective deprotection of aryl tert-butyldimethylsilyl (TBDMS) ethers by NaCN

Phenolic tert-butyldimethylsilyl (TBDMS) ethers can be deprotected to yield phenols in excellent yield using sodium cyanide (NaCN) as catalyst in ethanol. The deprotectation of various phenolic TBDMS ethers were found to be very convenient, fast, high yielding and chemoselective.

7-MEMBERED FUSED HETEROCYCLES AND METHODS OF THEIR SYNTHESIS

Disclosed are a new method for synthesizing 7-membered fused heterocycles and compounds synthesized by the new method. The method involves a dual activation strategy using an N-heterocyclic carbene catalyst as a first Lewis base and another second Lewis b

A dual Lewis base activation strategy for enantioselective carbene-catalyzed annulations

A dual activation strategy integrating N-heterocyclic carbene (NHC) catalysis and a second Lewis base has been developed. NHC-bound homoenolate equivalents derived from α,β-unsaturated aldehydes combine with transient reactive o-quinone methides in an ena

Click-connected ligand scaffolds: macrocyclic chelates for asymmetric hydrogenation

Click chemistry is used to construct ligand scaffolds for a series of chiral diphosphites. Enantioselectivity as high as 97% ee is obtained using these click ligands in rhodium-catalyzed asymmetric hydrogenation. Control experiments and spectroscopic data suggest that a 16-membered P,P-macrocyclic Rh(1) chelate is formed.

TRICYCLIC GUANIDINE DERIVATIVES AS SODIUM-PROTON EXCHANGE INHIBITORS

Guanidine derivatives having a condensed tricyclic ring of formula 1: are disclosed, wherein U is C(O), CRaRb, O, NRa or S(O)m V is CRaRb or NRa; W is S(O)m ; wherein Ra is H, alkyl, cycloalkyl, alkenyl or aralkyl; Rb is H, alkyl, OH, ORa or OCORa, and m is the integer 0, 1 or 2; R1, R2, R3, R4, R5, R6, R7 and R8 are as defined herein with the proviso that at least one of R1, R2, R3, R4, R5, R6, R7 or R8 is guanidino or guanidino carbonyl. These derivatives are sodium-proton exchange inhibitors and are useful as medicaments for the treatment of, for example, organ disorders associated with ischemia and reperfusion, cardiac arrhythmia, cardiac hypertrophy, hypertension, cell proliferative disorders and diabetes.

MORPHOLINE DERIVATIVES AS NOREPINEPHRINE REUPTAKE INHIBITORS

Compounds of the general formula (I) are inhibitors of the reuptake of norepinephrine. As such, they may be useful for the treatment of disorders of the central and/or peripheral nervous system.

An Effective Approach for the Silylation of Hydroxyl Compounds in Room Temperature Ionic Liquids

The room temperature ionic liquid (RTIL) 1-n-butyl-3-methylimidazolium hexafluorophosphate (BMImPF6) is used as a "green" recyclable alternative to conventional solvents for the silylation of a series of hydroxyl compounds (alcohols and phenols