Application of furyl-stabilized sulfur ylides to a concise synthesis of 8a-epi-swainsonine.
The total synthesis of 8a-epi-swainsonine has been achieved in 20% overall yield from R-glyceraldehyde dimethylacetonide 3 through epoxidation with the achiral furyl-substituted sulfonium ylide 2d as one of the key steps.
Bi
Jie
J
School of Chemistry, University of Bristol, UK.
Aggarwal
Varinder K
VK
D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D013237:Stereoisomerism; D013457:Sulfur Compounds / Q000737:chemistry*; D017026:Swainsonine / Q000138:chemical synthesis* / Q000737:chemistry; D013876:Thiophenes / Q000737:chemistry
D000447:Aldehydes; D013457:Sulfur Compounds; D013876:Thiophenes; C121030:tetrahydrothiophene; D017026:Swainsonine