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Total synthesis of optically active monocrotaline, a carcinogenic pyrrolizidine alkaloid possessing an eleven-membered retronecine dilactone |
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| Authors: | Haruki Niwa Takeshi Ogawa Osamu Okamoto and Kiyoyuki Yamada |
| Institution: | Department of Chemistry, Faculty of Science, Nagoya University, Chikusa, Nagoya 464, Japan |
| Abstract: | A total synthesis of the natural enantiomer of monocrotaline (1), a representative of carcinogenic pyrrolizidine alkaloids having an 11-membered retronecine dilactone was achieved through regioselective coupling of (+)-retronecine (3) and the optically active protected necic acid 8, the latter being prepared enantioselectively from the meso-diester 11. |
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