Approaching the C33-C38 fragments of amphotericin B and nystatin by a retro-[1,4]-Brook rearrangement and the stereoselective manipulation of the resulting allylsilane

Synlett

Volumn , Issue 2, 1998, Pages 201-205

  Gibson, Christoph ^a   Buck, Thomas ^a   Walker, Martina ^a   Brückner, Reinhard ^a  

^a UNIVERSITY OF GÖTTINGEN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0003068537     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-1599     Document Type: Article

References (64)

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48. 2Si (380.6): calcd. C 75.74, H 8.47; found C 75.77, H 8.37.
49. 3, F(000) = 824, crystal dimensions 0.8 x 0.8 x 0.8 mm.-Further details of the crystal structure investigation may be obtained from the Fachinformationszentrum Karlsruhe, D-76344 Eggenstein-Leopoldshafen (Germany), on quoting the depository number CSD-408041.
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61. 2Si (382.6): calcd. C 75.34, H 8.96; found C 75.39, H 8.94.
62. 3)*, "+" 39.34 (C-3)**, "+" 40.93 (C-5)**, "+" 77.04 (C-4)***, "+" 78.26 (C-2)***, "+" 79.62 (C-6)***, "+" 125.59 and "+"128.13 (o-C's and m-C's of Ph), "+"126.76 (p-C of Ph), "-" 141.32 (ipso-C von Ph); *,**,***assignment based on the occurrence of corresponding cross-peaks in a C,H correlation spectrum.
63. syn-Reduction of β-hydroxyketones: K. Narasaka, F.-C. Pai, Tetrahedron 1984, 40, 2233-2238.
64. 2SiCl; (3) ozonolysis of the resulting silylketene acetal.