Asymmetric synthesis of syn hydroxyphenylalanine via aziridine ring expansion to an oxazoline

DOI: 10.1016/S0040-4039(99)01734-7

Source and publish data:

Tetrahedron Letters p. 8261 - 8264 (1999)

Update date:2022-08-03

Topics:

Authors:

Cardillo, Giuliana

Gentilucci, Luca

Tolomelli, Alessandra

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1016/S0040-4039(99)01734-7

The synthesis of (2R,3S)- and (2S,3R)-hydroxyphenylalanine is reported. The main steps are the 1,4-addition of O-benzylhydroxylamine to unsaturated imides and the ring expansion of trans-aziridines.

Full text of DOI:10.1016/S0040-4039(99)01734-7

Products guided by the article

Product name:(4S,5R)-1-((R)-3-Benzyloxyamino-3-phenyl-propionyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

Cas No:255896-78-7

R&D Labs maybe for 255896-78-7

Guangzhou Probig Fine Chemical Co., Ltd.

Contact:020-86297874

Address:No.2, 1/F, No.20, Hetai Road,Hebian Village, Baiyun District,Guangzhou,China
China Synchem Technology Co.,Ltd

website:http://www.cnsynchem.com

Contact:+86-0552-4929311

Address:No.217 Daqing Road
BioBioPha Co., Ltd

Contact:+86-871-65217109

Address:132 Lanhei Road, Kunming Institute of Botany, Chinese Academy of Sciences
Wuxi Forest Biological Co.,Ltd

Contact:+86-510-81602300

Address:Room 317,Building D, No.159 middle Chengjiang Road,Jiangyin Wuxi city.
Eastar Chemical Corporation

website:http://www.eastarchem.com/

Contact:1-800-898-2436

Address:1215 K Street, STE 1700

Relevant to this article

Synthesis of enantiomerically pure amino acids containing 2,5- disubstituted THF rings in the molecular backbone

Doi:10.1002/(sici)1099-0690(199911)1999:11<2977::aid-ejoc2977>3.0.co;2-3
(1999)
Synthetic oligonucleotide combinatorial libraries. 3. Synthesis of polyaminonucleosides

Doi:10.1080/07328319908044615
(1999)
[2+2] Cycloaddition and ring expansion reactions of cyclic phosphonium and aminophosphonium salts: Synthesis and structure of the first eight-membered ylide-type heterocycles

Doi:10.1039/a807891b
(1999)
Synthesis of 1,5-bifunctional organolithium reagents by a double directed ortho-metalation: Direct transformation of esters into 1,8-dimethoxy-acridinium salts

Doi:10.1016/j.tet.2018.04.060
(2018)
Oxidative-substitution reactions of polycyclic aromatic hydrocarbons with iodine(III) sulfonate reagents

Doi:10.1016/j.tetlet.2006.07.114
(2006)
Synthesis of sialic acid derivatives based on chiral substrate-controlled stereoselective aldol reactions using pyruvic acid oxabicyclo[2.2.2]octyl orthoester

Doi:10.1039/c6ob02412b
(2017)

Article Doi