Organotransition metal modified sugars 4. Carbene complex functionalized acyclic carbohydrates
A synthetic strategy based on a combination of sugar electrophiles and transition metal nucleophiles allows the metal carbene functionalization of acyclic carbohydrates. Following this methodology the per- O-acetylated methoxycarbene complexes 8–14 are prepared in moderate to good yields. Upon react...
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Published in | Journal of organometallic chemistry Vol. 548; no. 1; pp. 91 - 98 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
Published |
LAUSANNE
Elsevier B.V
05.12.1997
Elsevier |
Subjects | |
Online Access | Get full text |
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Summary: | A synthetic strategy based on a combination of sugar electrophiles and transition metal nucleophiles allows the metal carbene functionalization of acyclic carbohydrates. Following this methodology the per-
O-acetylated methoxycarbene complexes
8–14 are prepared in moderate to good yields. Upon reaction with ammonia they undergo aminolysis to give the aminocarbene complexes
16–18.
1H-NMR studies indicate that in solution the
d-galacto and
l-arabino complexes adopt extended planar zigzag conformations. A similar conformational preference is observed for the solid state as established by X-ray studies on the
d-galacto derivatives
8 and
15. |
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ISSN: | 0022-328X 1872-8561 |
DOI: | 10.1016/S0022-328X(97)00335-5 |