88462-64-0

Upstream product

• 74-86-2 acetylene 
• 2120-70-9 2-phenoxyethanal 
• 4301-14-8 acetylenemagnesium bromide 
• 2555-49-9 phenoxyacetic acid ethyl ester 
• 2065-23-8 methyl 2-phenoxyacetate 
• 6212-47-1 n-propyl phenoxyacetate 
• 122-99-6 2-Phenoxyethanol 
• 111348-37-9 1-phenoxy-4-(trimethylsilyl)-3-butyn-2-ol 
• 122-59-8 2-phenoxyacetic acid 
• 108-95-2 phenol 

Downstream Products

• 139622-55-2 2-(1-Phenoxymethyl-prop-2-ynyloxy)-tetrahydro-pyran 
• 88462-66-2 3-Trimethylsilyloxy-4-phenoxy-1-butyne 
• 126959-19-1 3-oxo-4-phenoxy-1-butyne 
• 108375-16-2 2-Iodo-3-hydroxy-4-phenoxy-1-butene 
• 88462-72-0 trans-3-Hydroxy-1-iodo-4-phenoxybut-1-ene 

Relevant academic research and scientific papers

Drastic fluorine effect: Complete reversal of the selectivity in the Au-catalyzed hydroalkoxylation reaction of fluorinated haloalkynes

The gold-catalyzed hydration reaction of haloalkynes is highly regioselective producing 2-halomethylketones as the sole products. Herein, we document a drastic fluorine effect where the reaction of 1-halo-3,3-difluoroalkynes as substrates leads to a complete reversal of selectivity and produces 3,3-difluoroesters as the unique products.

An Asymmetric Suzuki-Miyaura Approach to Prostaglandins: Synthesis of Tafluprost

We report the catalytic asymmetric synthesis of Tafluprost (1), a prostaglandin analogue. This synthesis demonstrates a new approach to prostaglandins involving symmetrization and desymmetrization of a racemic precursor to control the absolute and relative stereochemistry of the cyclopentyl core. Key steps include a diastereo- and enantioselective Rh-catalyzed Suzuki-Miyaura reaction of a racemic bicyclic allyl chloride and an alkenyl boronic acid and a regio- and diastereoselective Pd-catalyzed Tsuji-Trost reaction with an enolate surrogate.

Synthesis of 2-tetralone derivatives by Bi(OTf)3-catalyzed intramolecular hydroarylation/isomerization of propargyl alcohols

Compared to 1-tetralones, 2-tetralones are expensive, less stable, and difficult to synthesize. A concise Bi-catalyzed method was developed for the synthesis of 2-tetralones from 5-phenylpent-1-yn-3-ol derivatives. Diverse 2-tetralones were obtained in moderate to good yields under mild conditions.

Selective formation of six-membered oxa- and carbocycles by the In(III)-activated ring closure of acetylenic substrates

Fifteen examples are disclosed of efficient In(III)-catalyzed six-membered ring closure leading to bi-, tri-, and tetracyclic products.

Novel 6-alkyl and 6.8-dialkylbicyclo(4.2.0)octane derivatives

Compounds useful in treating or preventing gastrointestinal ulcers and in treating cardiovascular disorders such as thrombosis, hypertension and atherosclerosis are depicted in formulas (1), (2) and (3): STR1 wherein: A is --C C--, trans --HC=CH--, trans --CH=CHCH2 -- or --CH2 CH2 --; X is lower alkyl of 1-6 carbon atoms; Y is hydrogen, exo-(lower alkyl) or endo-(lower alkyl); n is an integer from 2-4; R1 is --CH2 OH, --CHO, --CO2 R or --CO2 H, and the olefin formed by the R1 (CH2)n CH= moiety is either (E) or (Z); R2 is hydrogen or methyl, or optionally --CH=CH2 when A is trans --CH=CHCH2 --; and R3 is linear or branched alkyl, alkenyl or alkynyl having 5-10 carbon atoms, STR2 --(CH2)m -phenyl or CH2 O-phenyl; in which each phenyl may be optionally substituted with lower alkyl, lower alkoxy, trifluoromethyl, or halogen. in which: a is an integer of 0, 1 or 2; b is an integer of 3-7; m is an integer of 0, 1 or 2; and R is STR3 wherein X' is STR4 in which each R4 is independently hydrogen or lower alkyl having 1-6 carbon atoms, or a pharmaceutically acceptable, non-toxic salt or ester thereof.

Novel substituted (4.2.0)bicyclooctane derivatives with valuable therapeutic properties

Compounds useful in treating cardiovascular disorders such as thrombosis, hypertension and atherosclerosis are depicted in formulas (1), (2) and (3): STR1 wherein: A is --C C--, trans --HC=CH--, --CH2 CH2 -- or --CH=CHCH2 --; X is lower alkoxy, hydroxy, or (2,2,2)-trifluoroethoxy; Y is hydrogen, exo-(lower alkyl) or endo-(lower alkyl); is an integer of 2-4; R1 is --CH2 OH, --CHO, --CO2 R or --CO2 H, and the olefin formed by the R1 (CH2)n CH= moiety is either (E) or (Z); R2 is hydrogen or methyl, or optionally --CH=CH2 when A is --CH=CHCH2 --; and R3 is linear or branched alkyl, alkenyl or alkynyl having 5-10 carbon atoms, STR2 --(CH2)m -phenyl or CH2 O-phenyl; in which each phenyl may be optionally substituted with lower alkyl, lower alkoxy, trifluoromethyl, or halogen; in which: a is an integer of 0, 1 or 2; b is an integer of 3-7; m is an integer of 0, 1 or 2; and R is STR3 wherein x is STR4 in which each R4 is independently hydrogen or lower alkyl having 1-6 carbon atoms, and the pharmaceutically acceptable, non-toxic salts and esters thereof.

PROSTANOIDS. V. THE ω-CHAIN FOR 16-ARYLOXYTETRANORPROSTAGLANDINS

During hydrostannylation of 4-aryloxy-3-hydroxy-1-butynes and subsequent cleavage of the obtained E-vinylstannates with iodine the corresponding E-1-iodo-3-hydroxy-4-aryloxy-1-butenes were synthesized.