Stereospecific cis- and trans-ring fusions arising from common intermediates.
Highly concise and stereospecific routes to cis and trans fusion, carrying various functionality at one of the bridgehead carbons, have been accomplished.
Laboratory of Bioorganic Chemistry, Sloan Kettering Institute for Cancer Research, New York, NY 10065; and.
Steven D
SD
Townsend
Department of Chemistry, Columbia University, New York, NY 10027.
Audrey G
AG
Ross
Laboratory of Bioorganic Chemistry, Sloan Kettering Institute for Cancer Research, New York, NY 10065; and.
Kai
K
Liu
Laboratory of Bioorganic Chemistry, Sloan Kettering Institute for Cancer Research, New York, NY 10065; andDepartment of Chemistry, Columbia University, New York, NY 10027 s-danishefsky@ski.mskcc.org.
Samuel J
SJ
Danishefsky
D000478:Alkylation; D061565:Cycloaddition Reaction / Q000379:methods*; D003503:Cyclobutanes / Q000737:chemistry*; D004345:Drug Industry / Q000379:methods; D004967:Estrogens / Q000138:chemical synthesis*; D008745:Methylation; D008958:Models, Molecular; D009654:Norsteroids / Q000138:chemical synthesis*; D013237:Stereoisomerism
D003503:Cyclobutanes; D004967:Estrogens; D009654:Norsteroids; C553737:cyclobutenone
Diels–Alder cycloaddition; angular methylation; cyclobutenone; mechanistic studies