The 5-Endo-trig Cyclization of D-Glucose Derived γ-Alkenylamines with Mercury (II) Salts: Synthesis of 1-Deoxycastanospermine and its 8a-epi-Analogue†
Abstract
:Introduction
Results and Discussion
Conclusions
Experimental
General
Preparation of N-benzyl-N-(1-phenylbut-3-enyl)amine (4).
Preparation of N-benzyl-2-phenyl pyrrolidine (6).
Preparation of 5,6,7,8-tetradeoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-α-D–gluco-oct-1,4- furanose (9a).
Preparation of 5,6,7,8-tetradeoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-β-L-ido-oct-1,4 furanose (9b).
Preparation of 5,6,7,8-tetradeoxy-5,8-(N-benzoxycarbonylimino)-1,2-O-isopropylidene-α-D-gluco-oct-1,4-furanose (10a).
Preparation of 5,6,7,8-Tetradeoxy-5,8-(N-benzoxycarbonylimino)-1,2-O-isopropylidene-β-L-ido-oct-1,4-furanose (10b).
Preparation of (6S,7R,8R,8aR)-6,7,8-Trihydroxy-indolizidine (3a).
Preparation of (6S,7R,8R,8aS)-6,7,8-Trihydroxy-indolizidine (3b).
Acknowledgements
References and Notes
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- Sample availability: Contact the authors.
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Dhavale, D.; Jachak, S. The 5-Endo-trig Cyclization of D-Glucose Derived γ-Alkenylamines with Mercury (II) Salts: Synthesis of 1-Deoxycastanospermine and its 8a-epi-Analogue†. Molecules 2005, 10, 893-900. https://doi.org/10.3390/10080893
Dhavale D, Jachak S. The 5-Endo-trig Cyclization of D-Glucose Derived γ-Alkenylamines with Mercury (II) Salts: Synthesis of 1-Deoxycastanospermine and its 8a-epi-Analogue†. Molecules. 2005; 10(8):893-900. https://doi.org/10.3390/10080893
Chicago/Turabian StyleDhavale, D., and S. Jachak. 2005. "The 5-Endo-trig Cyclization of D-Glucose Derived γ-Alkenylamines with Mercury (II) Salts: Synthesis of 1-Deoxycastanospermine and its 8a-epi-Analogue†" Molecules 10, no. 8: 893-900. https://doi.org/10.3390/10080893