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Opioid ligands with mixed properties from substituted enantiomeric N-phenethyl-5-phenylmorphans. Synthesis of a µ-agonist δ-antagonist and δ-inverse agonists
Enantiomeric N-phenethyl-m-hydroxyphenylmorphans with various substituents in the ortho, meta or para positions of the aromatic ring in the phenethylamine side-chain (chloro, hydroxy, methoxy, nitro,Expand
Total Synthesis and Proof of Structure of a Human Breast Tumor (Globo-H) Antigen
The total synthesis of the Hakomori MBr1 antigen, heavily expressed on human breast tumors, is related. The construction involved the assembly of four glycals:  (17 (twice), 18, 20, and 26) and anExpand
Synthesis and pharmacological evaluation of 3-(3,4-dichlorophenyl)-1-indanamine derivatives as nonselective ligands for biogenic amine transporters.
In our efforts toward developing a nonselective ligand that would block the effects of stimulants such as methamphetamine at dopamine (DA), serotonin (5-HT), and norepinephrine (NE) transporters, weExpand
Studies on total syntheses of antitumor styryllactones: Stereoselective total syntheses of (+)-goniofufurone, (+)-goniobutenolide A, and (−)-goniobutenolide B
Abstract A highly stereoselective aldol reaction of the aldehyde 11, derived from (+)-tricarbonyl(η6-2-trimethylsilylbenzaldehyde)chromium(0) complex (4), with 2-trimethysilyloxyfuran afforded theExpand
Highly stereocontrolled asymmetric syntheses of taxol and taxotère C-13 side chain analogues
Abstract Asymmetric aldol reaction of (+)-tricarbonyl(η 6 -2-trimethylsilylbenzaldehyde)chromium(0) complex ( 4 ) with titanium enolate of S-tert -butyl benzyloxyethanethioate ( 10 ) provided, afterExpand
An optically active chromium(0)-complexed benzaldehyde in organic synthesis: A highly stereocontrolled asymmetric synthesis of (2R,3S)-(-)-N-benzoyl-3-phenylisoserine methyl ester, the taxol C-13
Abstract An asymmetric aldol reaction of (+)-chromium(0)-complexed benzaldehyde 4 with the titanium enolate generated from the ethanethioate 5 provided the anti -aldol product 6 in a highlyExpand
A critical structural determinant of opioid receptor interaction with phenolic 5-phenylmorphans.
The opioid receptor binding affinities of N-methyl- and N-phenethyl-5-phenylmorphans with a meta-hydroxy substituent [3-(2-methyl-2-azabicyclo[3.3.1]non-5-yl)-phenol (1a), andExpand
Total synthesis of (′)-ceratopicanol
Abstract Total synthesis of (±)-ceratopicanol ( 1 ) from commercially available 2-allyl-2-methylcyclopenta-1,3-dione ( 6 ) was completed. By taking advantage of the two carbonyl functionalities, 6Expand
An optically active chromium(0)-complexed benzaldehyde derivative in organic synthesis: A highly stereocontrolled total synthesis of (+)-goniofufurone
An antitumor styryl-lactone, (+)-goniofufurone was synthesized in a highly diastereoselecdve manner from (+)-tricarbonyl(η6-2-trimethylsilylbenzaldehyde)chromium(0) complex through stereoselectiveExpand