Remarkable diastereomeric rearrangement of an α-acyloxy β-ketosulfide to an α-acyloxy thioester: A novel approach to the synthesis of optically active (2S,3S) β-amino α-hydroxy acids

Journal of Organic Chemistry

Volumn 70, Issue 18, 2005, Pages 7317-7323

  Suzuki, Takayuki ^a   Honda, Yutaka ^a   Izawa, Kunisuke ^a   Williams, Robert M ^b  

^a AJINOMOTO CO INC   (Japan)

^b Department of Environmental and Radiological Health Sciences   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACIDS; DERIVATIVES; DRUG PRODUCTS; ENZYMES; NITROGEN;

(2S,3S)-3-AMINO-2-HYDROXY-4-PHENYL BUTYRIC ACID; DIASTEREOMERIC REARRANGEMENTS; PUMMERER REARRANGEMENTS; STEREOSELECTIVE ACYL MIGRATION;

ESTERS;

2 HYDROXYACID; 3 AMINO 2 HYDROXY 4 PHENYLBUTYRIC ACID DERIVATIVE; AG 1859; AMINO ACID DERIVATIVE; ANTIRETROVIRUS AGENT; BESTATIN; BETA AMINO ALPHA HYDROXY ACID; CARBOXYLIC ACID DERIVATIVE; KYNOSTATIN 272; PACLITAXEL; PROTEINASE INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; DIASTEREOISOMER; ENZYME INHIBITION; HUMAN IMMUNODEFICIENCY VIRUS 1; NONHUMAN; PROTEINASE INHIBITION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; SYNTHESIS;

HIV PROTEASE INHIBITORS; MOLECULAR CONFORMATION; PHENYLBUTYRATES; STEREOISOMERISM; SULFIDES;

EID: 24144470458     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0509915     Document Type: Article

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