Structure elucidation and stereoselective total synthesis of pavettamine, the causal agent of gousiekte

Tetrahedron

Volumn 66, Issue 11, 2010, Pages 2026-2036

  Bode, Moira L ^a   Gates, Paul J ^b   Gebretnsae, Samson Y ^c   Vleggaar, Robert ^c  

^a CSIR Biosciences   (South Africa)

^b UNIVERSITY OF CAMBRIDGE   (United Kingdom)

^c UNIVERSITY OF PRETORIA   (South Africa)

Author keywords

Ketosulfoxide reduction; Gousiekte; Pavetta harborii; Pavettamine; Polyamine; Stereoselective synthesis

Indexed keywords

(2R,4S) 2,4 O ISOPROPYLIDENE 1 (P TOLUENESULFONYLOXY) 5 (TRIPHENYLMETHYLOXY)PENTANE 2,4 DIOL; (2R,4S) 2,4,O ISOPROPYLIDENE 5 (TRIPHENYLMETHYLOXY) PENTANE 1,2,4 TRIOL; (2R,4S) 2,4,O ISOPROPYLIDENE 5 (TRIPHENYLMETHYLOXY) PENTANOIC ACID; (2R,4S) N [(2'R,4'S) 2,4 O ISOPROPYLIDENE 5' (TRIPHENYLMETHYLOXY)PENTAN 1' YL] 2,4 O ISOPROPYLIDENE 5 (TRIPHENYLMETHYLOXY)PENTANAMIDE; (2S,4R) 5 AMINO 2,4 O ISOPROPYLIDENE 1 (TRIPHENYLMETHYLOXY)PENTANE 2,4 DIOL; (2S,4R) 5 AZIDO 2,4 O ISOPROPYLIDENE 1 (TRIPHENYLMETHYLOXY)PENTANE 2,4 DIOL; (2S,4R,8R,10S) 1,11 DIAMINO 6 AZA N (P TOLUENESULFONYL) UNDECANE 2,4,8,10 TETRAOL; (2S,4R,8R,10S) 1,11 DIAMINO 6 AZA UNDECANE 2,4,8,10 TETRAOL; (2S,4R,8R,10S) 6 AZA 1,11 DIAZIDO 2,4:8,10 DI O ISOPROPYLIDENE N (P TOLUENESULFONYL) UNDECANE 2,4,8,10 TETRAOL; (2S,4R,8R,10S) 6 AZA 1,11 DIAZIDO N (P TOLUENESULFONYL) UNDECANE 2,4,8,10 TETRAOL; (2S,4R,8R,10S) 6 AZA 2,4:8,10 DI O ISOPROPYLIDENE 1,11 DI(TRIPHENYLMETHYLOXY) UNDECANE 2,4,8,10 TETRAOL; (2S,4R,8R,10S) 6 AZA 2,4:8,10 DI O ISOPROPYLIDENE N (P TOLUENESULFONYL) 1,11 DI (P TOLUENESULFONYLOXY) UNDECANE 2,4,8,10 TETRAOL; (2S,4R,8R,10S) 6 AZA 2,4:8,10 DI O ISOPROPYLIDENE UNDECANE 1,2,4,8,10,11 HEXAOL; (2S,4R,8R,10S) 6 AZA 6 (TERT BUTOXYCARBONYL) 1,11 DI[(TERT BUTOXYCARBONYL)AMINO] 2,4:8,10 DI O ISOPROPYLIDENE UNDECANE 2,4,8,10 TETRAOL; (2S,4R,8R,10S) 6 AZA 6 (TERT BUTOXYCARBONYL) 1,11 DI[(TERT BUTOXYCARBONYL)AMINO] UNDECANE 2,4,8,10 TETRAOL; (2S,4S) 2,4,O ISOPROPYLIDENE 5 (TRIPHENYLMETHYLOXY) PENTANE 1,2,4 TRIOL; (RS,2R,4S) 1 ACETOXY 2,4 O ISOPROPYLIDENE 1 (P TOLYLSULFANYL) 5 (TRIPHENYLMETHYLOXY) PENTANE 2,4 DIOL; (RS,2S,4S) 1 ACETOXY 2,4 O ISOPROPYLIDENE 1 (P TOLYLSULFANYL) 5 (TRIPHENYLMETHYLOXY) PENTANE 2,4 DIOL; [S(R),2R,4S] 1 (P TOLYLSULFINYL) 5 (TRIPHENYLMETHYLOXY)PENTANE 2,4 DIOL; [S(R),2R,4S] 1 (P TOLYLSULFINYL) PENTANE 2,4,5 TRIOL; [S(R),2R,4S] 2,4 O ISOPROPYLIDENE 1 (P TOLYLSULFINYL) 5 (TRIPHENYLMETHYLOXY)PENTANE 2,4 DIOL; [S(R),2R,4S] 4,5 O ISOPROPYLIDENE 1 (P TOLYLSULFINYL) PENTANE 2,4,5 TRIOL; [S(R),2S,4S] 1 (P TOLYLSULFINYL) 5 (TRIPHENYLMETHYLOXY)PENTANE 2,4 DIOL; [S(R),2S,4S] 1 (P TOLYLSULFINYL) PENTANE 2,4,5 TRIOL; [S(R),2S,4S] 2,4 O ISOPROPYLIDENE 1 (P TOLYLSULFINYL) 5 (TRIPHENYLMETHYLOXY)PENTANE 2,4 DIOL; [S(R),2S,4S] 4,5 O ISOPROPYLIDENE 1 (P TOLYLSULFINYL) PENTANE 2,4,5 TRIOL; [S(R),4S] 4,5 O ISOPROPYLIDENE 1 (P TOLYLSULFINYL) 2 PENTANONE; MALIC ACID; PAVETTAMINE; PLANT MEDICINAL PRODUCT; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CARDIOMYOPATHY; DRUG STRUCTURE; DRUG SYNTHESIS; GOUSIEKTE; PHYTOTOXICITY; PRIORITY JOURNAL; STEREOCHEMISTRY;

PAVETTA HARBORII;

EID: 76649125193     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.01.043     Document Type: Article

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