Asymmetric amino-hydroxylation of dienylsilanes. An efficient route to amino-cyclitols

Tetrahedron Letters

Volumn 38, Issue 8, 1997, Pages 1407-1410

  Angelaud, Rémy ^a   Landais, Yannick ^a   Schenk, Kurt ^a  

^a UNIVERSITY OF LAUSANNE   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOXAZOLE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; STEREOCHEMISTRY; X RAY ANALYSIS;

EID: 0031584917     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00079-8     Document Type: Article

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15. 3 at room temperature indicates that 4 is in fact a 9:1 mixture of two conformations. Variable temperature experiments indeed support the occurrence of a dynamic equilibrium between cis and trans carbamate rotamers appearing during the formation of the oxazotidine ring. For similar observations, see: Garner, P.; Park, J.M. J. Org. Chem, 1987, 52, 2361-2364.
16. 3 or OH). (formula presented)
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18. 4,3 using the following sequence : (formula presented)
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