Emil Fischer synthesized l-gulose, an unusual aldohexose that reduces to give d-glucitol.Suggest a structure for this l sugar, and show how l-gulose gives the same alditol asd-glucose. (Hint: d-Glucitol has ¬CH2OH groups at both ends. Either of these primaryalcohol groups might have come from reduction of an aldehyde.)

Introduction to General, Organic and Biochemistry
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ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter20: Carbohydrates
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Emil Fischer synthesized l-gulose, an unusual aldohexose that reduces to give d-glucitol.
Suggest a structure for this l sugar, and show how l-gulose gives the same alditol as
d-glucose. (Hint: d-Glucitol has ¬CH2OH groups at both ends. Either of these primary
alcohol groups might have come from reduction of an aldehyde.)

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