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Conformational Analysis Dale L. Boger

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Page 1: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Conformational Analysis Dale L. Boger

Page 2: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Modern Organic SynthesisThe Scripps Research Institute

Page 3: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Conformational Analysis Dale L. Boger

Page 4: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Modern Organic SynthesisThe Scripps Research Institute

Page 5: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Conformational Analysis Dale L. Boger

Page 6: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Modern Organic SynthesisThe Scripps Research Institute

Page 7: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Conformational Analysis Dale L. Boger

Page 8: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Modern Organic SynthesisThe Scripps Research Institute

http://dx.doi.org/10.1016/0022-2860(70)90004-9
http://dx.doi.org/10.1021/ar00090a004
http://dx.doi.org/10.1063/1.1725377
http://dx.doi.org/10.1016/0022-2860(73)85166-X
http://dx.doi.org/10.1021/ja01030a022
http://dx.doi.org/10.1021/ja01023a021
http://dx.doi.org/10.1063/1.1744232
http://dx.doi.org/10.1021/ja00527a007
http://dx.doi.org/10.1021/cr00098a009
http://dx.doi.org/10.1021/ja00013a041
Page 9: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Conformational Analysis Dale L. Boger

http://dx.doi.org/10.1063/1.1725377
http://dx.doi.org/10.1016/0022-2860(73)85166-X
http://dx.doi.org/10.1021/ja01030a022
Page 10: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Modern Organic SynthesisThe Scripps Research Institute

Page 11: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Conformational Analysis Dale L. Boger

Page 12: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

��

Modern Organic SynthesisThe Scripps Research Institute

http://dx.doi.org/10.1021/ja00013a041
http://dx.doi.org/10.1021/cr00098a009
Page 13: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Conformational Analysis Dale L. Boger

http://dx.doi.org/10.1016/S0040-4020(01)90118-8
Page 14: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Modern Organic SynthesisThe Scripps Research Institute

http://dx.doi.org/10.1021/ja01015a029
http://dx.doi.org/10.1021/jo00022a038
Page 15: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Conformational Analysis Dale L. Boger

Page 16: Conformational Analysis Dale L. Boger · 2. Anomeric Effect and 1,3-Dioxanes 1. 2. 3. lone pair / R interaction Polar, electronegative C2/C4 substituents prefer axial orientation

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Modern Organic SynthesisThe Scripps Research Institute

http://dx.doi.org/10.1021/ja00383a046
http://dx.doi.org/10.1021/ja00343a025
http://dx.doi.org/10.1021/ja01069a041
http://dx.doi.org/10.1016/S0040-4039(01)89146-2
http://dx.doi.org/10.1038/318162a0

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