Enantiospecific synthesis of (+)-N(a)-methylpericyclivine and (-)-N(a)-methylakuammidine as well as the ring-A oxygenated natural products, (+)-10-methoxy N(a)-methylpericyclivine and 10-hydroxy N(a)-methylpericyclivine |
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Authors: | Srirama Sarma P V V Cook James M |
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Institution: | Department of Chemistry, University of Wisconsin-Milwaukee, Milwaukee, Wisconsin 53201, USA. |
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Abstract: | reaction: see text] The first enantiospecific, regiospecific total synthesis of the enantiomers of N(a)-methylpericyclivine and N(a)-methylakuammidine as well as the ring-A oxygenated natural products (+)-10-methoxy N(a)-methylpericyclivine and 10-hydroxy N(a)-methylpericyclivine was achieved. The lactones (see 19, 22, and 25) are key to the formation of the beta-axial methyl ester moiety. |
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