132652-65-4

Upstream product

• 108-86-1 bromobenzene 
• 591-50-4 iodobenzene 
• 115378-31-9 tert-butyl (4R)-2,2-dimethyl-4-vinyloxazolidine-3-carboxylate 
• 102308-32-7 (4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 1449-46-3 benzyltriphenylphosphonium bromide 

Downstream Products

• 132746-56-6 tert-butyl (E)-4-(2',2'-dibromo-3'-phenylcyclopropyl)-2,2-dimethyl-3-oxazolidinecarboxylate 
• 132639-31-7 tert-butyl (E)-4-(2',2'-dibromo-3'-phenylcyclopropyl)-2,2-dimethyl-3-oxazolidinecarboxylate 
• 132639-30-6 tert-butyl (E)-4-(2'-phenylcyclopropyl)-2,2-dimethyl-3-oxazolidinecarboxylate 
• 132697-88-2 (R)-2,2-Dimethyl-4-((1S,2S)-2-phenyl-cyclopropyl)-oxazolidine-3-carboxylic acid tert-butyl ester 
• 133625-99-7 (2R,3E)-2-(tert-butyloxycarbonylamino)-4-phenyl-3-buten-1-ol 
• 505085-76-7 (2R,3E)-2-amino-4-phenylbut-3-en-1-ol 
• 214556-63-5 ((1S,2S,3S)-2,3-Dihydroxy-1-hydroxymethyl-3-phenyl-propyl)-carbamic acid tert-butyl ester 
• 214556-62-4 ((1S,2R,3R)-2,3-Dihydroxy-1-hydroxymethyl-3-phenyl-propyl)-carbamic acid tert-butyl ester 
• 236751-33-0 tert-butyl 4(R)-<(1'S,2'R,3'S)-2'-(ethoxycarbonyl)-3'-phenylcyclopropyl>-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 
• 100564-78-1 (2R)-(tert-butoxycarbonylamino)-4-phenylbutanoic acid 
• 116611-56-4 tert-butyl (R)-(1-hydroxy-4-phenylbutan-2-yl)carbamate 
• 132639-32-8 [2-Hydroxy-1-((1R,2R)-2-phenyl-cyclopropyl)-ethyl]-carbamic acid tert-butyl ester 
• 132639-33-9 (2R,1'R,2'R,E)-α-(2-Phenylcyclopropyl)glycine hydrochloride 
• 132639-33-9 (E)-α-(2-phenylcyclopropyl)glycine hydrochloride 

Relevant academic research and scientific papers

Regio- and stereoselective synthesis of 1,3-aminoalcohol derivatives from allylamine derivatives via internal sulfinyl group participation

The regio- and stereoselective preparation of 1,3-aminoalcohol derivatives from protected allylamines via intramolecular participation by the sulfinyl group is reported. A carbamate protecting group on nitrogen leads to products arising from nucleophilic

Efficient access to chiral trans-2,6-dialkyl-1,2,5,6-tetrahydropyridines via allylation of chiral imines and ring-closing metathesis

Enantiomerically pure trans-2,6-dialkyl-1,2,5,6-tetrahydropyridines are synthesized in five steps from Garner's aldehyde in 37-44% overall yield. This strategy is based on the allylation of chiral iminoalcohols formed in situ followed by a ring-closing metathesis.

Heck reactions of amino acid building blocks: Application to the synthesis of pyrrololine analogues

Heck reactions of unsaturated amino acid building blocks are described which allow access to homo- and bis-homophenylalanine derivatives and to γ,δ-unsaturated amino acids. Preliminary synthetic studies utilising this chemistry for the preparation of pyrr

(2R,1'S,2'R,3'S)-2-(2'-carboxy-3'-phenylcyclopropyl)glycine (PCCG-13), the first potent and selective competitive antagonist of phospholipase D- coupled metabotropic glutamate receptors: Asymmetric synthesis and preliminary biological properties

The asymmetric synthesis of(2R,1'S,2'R,3'S)-2-(2'-carboxy-3'- phenylcyclopropyl)glycine (PCCG-13), a trisubstituted carboxycyclopropylglycine endowed with unusual stereochemical features, is described. Preliminary biological evaluation demonstrates PCCG-1

A short and efficient synthesis of phytosphingosines using asymmetric dihydroxylation

A short synthesis of the phytosphingosine derivatives and their stereoisomers by using asymmetric dihydroxylation of the optically active olefins derived from L-serine is described.

Elaboration of the side-chain of amino acid derivatives by palladium catalysed couplings

The palladium-catalysed couplings of aryl halides and triflates with propargyl amino amides and the couplings of aryl and vinyl halides and triflates with an ethynyl oxazolidine are reported.

Synthetic Elaboration of the Side Chain of (R)-2,2-Dimethyl-3-(tert-butoxycarbonyl)-4-ethynyloxazolidine: A New Regio- And Stereoselective Strategy to δ-Functionalized β-Amino Alcohols

An investigation of the reactivity of ethynyloxazolidine 2 is presented. Functionalization at the acetylenic position has been found to occur very easily using the mild Sonogashira conditions. Addition of tributyltin cuprate 1 provided the corresponding stannylated (E)-ethenyloxazolidine 3, a new chiral building block which has been reacted with electrophiles under Pd catalysis. The reaction sequence occurred without racemization and showed an easy and mild procedure for the regio- and stereoselective synthesis of unsaturated amino alcohols.

SYNTHESIS OF ASYMMETRIC (E)-α-GLYCINES FROM SERINE BY DIASTEREOSELECTIVE DIBROMOCYCLOPROPANATION

An asymmetric synthesis of (E)-α-2-phenylcyclopropyl)glycines and also of a homolog of allocoronamic acid, namely (E)-α-(2-ethylcyclopropyl)glycine, is reported.The key step is the dibromocyclopropanation of tert-butyl (E, 4R)- or (E, 4S)-2,2-dimethyl-4-

Synthesis of asymmetric (E)-α-(2-phenylcyclopropyl)glycines

An asymmetric synthesis of (E)-α-(2-phenylcyclopropyl)glycines is reported. The key step is the dibromocyclopropanation of tert-Butyl (E,4R) or (E,4S)-2,2-dimethyl-4-(2'-phenylvinyl)-3-oxazolidinecarboxylates, easily prepared from L or D-serine, respectiv