Novel and stereocontrolled synthesis of (±)-tetrodotoxin from myo-inositol

Journal of Organic Chemistry

Volumn 70, Issue 19, 2005, Pages 7496-7504

  Sato, Ken Ichi ^a   Akai, Shoji ^a   Sugita, Naoki ^a   Ohsawa, Tadatsugu ^a   Kogure, Tomokazu ^a   Shoji, Hirotsugu ^a   Yoshimura, Juji ^b  

^a KANAGAWA UNIVERSITY   (Japan)

^b IWAKI MEISEI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDES; CARBONYLATION; OXIDATION; REDUCTION; SYNTHESIS (CHEMICAL);

CARBONYL FUNCTION; NUCLEAOPHILES; STEREOCONTROLLED SYNTHESIS; TETRODOTOXIN;

ORGANIC COMPOUNDS;

1 AZIDO 6' O TERT BUTYLDIPHENYLSILYL 2,3:4,4' DI O ISOPROPYLIDENE 5 O METHOXYMETHYL 4,6 DI C HYDROXYMETHYL 2,3,4,5 TETRAHYDROXYCYCLOHEXANE 1 CARBALDEHYDE; 6 AZIDO 5' O TERT BUTYLDIPHENYLSILYL 1,2:3,3' DI O ISOPROPYLIDENE 6 C (6' FORMYL 6' METHOXYMETHOXYMETHYL) 3,5 DI C HYDROXYMETHYLCYCLOHEXANE 1,2,3,4 TETROL 6'',4 LACTONE; ALDEHYDE; AZIDE; CARBONYL DERIVATIVE; DELTA LACTONE; EPOXIDE; GUANIDINE; HYDROXYL GROUP; INOSITOL; LACTONE; SPIRO ALPHA CHLOROEPOXIDE; SPIRO COMPOUND; TETRODOTOXIN; UNCLASSIFIED DRUG;

ARTICLE; CHEMISTRY; DEPROTECTION REACTION; OXIDATION; REDUCTION; REGIOSELECTIVITY; RING OPENING; STEREOCHEMISTRY; SYNTHESIS;

STEREOISOMERISM; TETRODOTOXIN;

EID: 24944510411     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo050342t     Document Type: Article

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