229648-88-8

Upstream product

• 206257-90-1 Benzoic acid (E)-(S)-2-acetoxy-4-phenyl-but-3-enyl ester 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 147976-19-0 (4S)-2,2-dimethyl-4-[(E)-2-phenylethenyl]-1,3-dioxolane 
• 862419-79-2 (3E)-1-(p-tolylsulfanyl)-4-phenyl-3-buten-2-one 
• 862419-70-3 (3E)-1-(p-tolylsulfinyl)-4-phenyl-3-buten-2-one 
• 4192-77-2 ethyl cinnamate 
• 1449-46-3 benzyltriphenylphosphonium bromide 
• 107969-78-8 methyl benzylidenepyruvate 
• 98184-95-3 (E)-4-phenylbut-3-ene-1,2-diol 
• 206257-87-6 1-benzoyloxy-4-phenyl-E-3-butene-2-ol 
• 89368-01-4 2-styryloxirane 

Downstream Products

• 229648-89-9 2,2,2-Trichloro-acetimidic acid (4S,5S,6R)-5-iodo-4-phenyl-2-trichloromethyl-5,6-dihydro-4H-[1,3]oxazin-6-ylmethyl ester 
• 473980-96-0 (S)-2-[(E)-2-phenylvinyl]oxirane 
• 732248-81-6 (3R,4R,5S)-5-phenyl-4-(phenylseleno)tetrahydrofuran-3-ol 
• 732248-75-8 (3R,4S,5R)-5-phenyl-4-(phenylseleno)tetrahydrofuran-3-ol 
• 732249-00-2 (3S,4S,5S)-4-allyl-5-phenyltetrahydrofuran-3-ol 
• 732249-13-7 (3S,4R,5R)-4-allyl-5-phenyltetrahydrofuran-3-ol 
• 732249-07-9 (3S,4S,5R)-4-allyl-5-phenyltetrahydrofuran-3-ol 
• 732249-19-3 (3R,4aR,5S,7aS)-5-phenyl-3-(phenylseleno)hexahydro-2H-furo[3,4-b]pyran 
• 732249-25-1 (3R,4aR,5R,7aS)-5-phenyl-3-(phenylseleno)hexahydro-2H-furo[3,4-b]pyran 
• 917251-13-9 (R,2Z,6E)-5-hydroxy-7-phenylhepta-2,6-dienoate 
• 917251-12-8 (5R,2Z,6E)-5-(tert-butyldimethylsilanyloxy)-7-phenylhepta-2,6-dienoate 
• 917251-11-7 (3R,4E)-3-(tert-butyldimethylsilanyloxy)-5-phenylpent-4-enal 
• 229648-91-3 [(1S,2S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-iodo-1-phenyl-ethyl]-carbamic acid tert-butyl ester 
• 229648-90-2 N-((1S,2S,3R)-3,4-Dihydroxy-2-iodo-1-phenyl-butyl)-benzamide 

Relevant academic research and scientific papers

Two simple and alternative approaches for the synthesis of anticancer active goniothalamin

Two alternative and straightforward routes were developed for the construction of (R)-goniothalamin, a natural anticancer agent. The first method starts with (R)-glycidol involving stereoselective (partial) reduction of alkyne and sulfoxide Julia-Lythgoe

Regio- and enantio-selective oxidation of diols by Candida parapsilosis ATCC 7330

Selectivity between primary and secondary alcohols was observed in oxidation using whole cells of Candida parapsilosis ATCC 7330, where the secondary alcohol was preferentially oxidized. In racemic sec alcohols, the 'R' enantiomer was selectively oxidized to the corresponding keto alcohol (yield = 18-54%) leaving the 'S' diol (yield = 31-69% and enantiomeric excess from 14% to >99%). A biphasic system consisting of isooctane-water (48 : 2 v/v) was used as a medium for biotransformation at 25 °C. This is the first report of the regio- and enantio-selective oxidation of diols using C. parapsilosis ATCC 7330.

Stereochemical preference of Candida parapsilosis ATCC 7330 mediated deracemization: E- versus Z-aryl secondary alcohols

The stereochemical preference of the biocatalyst, Candida parapsilosis ATCC 7330, was investigated with respect to the E/Z configuration in the deracemization and the asymmetric reduction of aryl secondary alcohols and prochiral ketones, respectively. The

A concise enantioselective strategy to (+)-(R)-goniothalamin and (+)-(R)-goniothalamin oxide by employing hydrolytic kinetic resolution and ring-closing metathesis as key steps

An efficient and general strategy to (R)-goniothalamin and (R)-goniothalamin oxide is described by using Jacobsen's hydrolytic kinetic resolution of racemic epoxide and ring-closing metathesis (RCM) as key steps, which provided a rapid access to these natural products that display a fascinating array of biological activity. (R)-Goniothalamin oxide was prepared in high yield and diastereomeric excess under various epoxidation conditions. Georg Thieme Verlag Stuttgart.

Highly enantioselective synthesis of multifunctionalized allylic building blocks via oxazaborolidine-catalyzed borane reduction

A simple and convenient synthesis of optically active alkenyl β-hydroxy sulfides with high enantiomeric excess by CBS-oxazaborolidine- catalyzed borane reduction of the corresponding β-keto sulfides and its application to synthesis of chiral alkenic diols have been established.

Synthesis of enantiomerically pure perhydrofuro[3,4-b]pyrans and perhydrofuro[3,4-b]furans

Olefinic diols, prepared from (R)-(+)-2,2-dimethyl-1,3-dioxolane-4- carboxaldehyde via olefination and hydrolysis, were converted into enantiomerically pure hydroxy substituted tetrahydrofuran derivatives by cyclization using N-phenylselenophthalimide and BF3. The PhSe group in the C-4 position of these tetrahydrofurans was then substituted by an allyl group using allyltributylstannane in the presence of AIBN. The selenium promoted cyclizations of the allyl tetrahydrofurans in which the OH and the allyl groups are trans to each other formed the enantiopure perhydrofuro[3,4-b]pyrans, while the cyclization of the allyl tetrahydrofurans in which the OH and the allyl groups are cis gave rise to the perhydrofuro[3,4-b]furans. These bicyclic products were finally deselenenylated with triphenyltin hydride and AIBN.

A short and general approach to the synthesis of styryllactones: (+)-Goniodiol, its acetates and β-trifluoromethyl derivative, (+)-7-epi-Goniodiol and (+)-9-deoxygoniopypyrone

(+)-Goniodiol, its acetates and β-trifluoromethyl derivative, (+)-7-epi-Goniodiol and (+)-9-deoxygoniopypyrone, the representatives of styryllactones have been synthesized in a short and general way. The key steps involve the regioselective asymmetric dihydroxylation and the palladium-catalyzed cross-coupling of cyclic allylic carbonate with vinyltributylstannane.

Chemoenzymatic synthesis of enantiomerically pure alkene 1,2-diols and glycosides thereof

The kinetic resolution of racemic 2-O-acylated 3-butene-1,2-diol and 1- O-acylated 3-butene-1,2-diol derivatives by enzymatic saponification and enzymatic esterification, respectively, is investigated with several lipases and esterases. The resulting part