Tetrahedron Letters p. 1649 - 1652 (1991)
Update date:2022-08-04
Topics:
Hamada
Zenkoh
Sato
Yonemitsu
The polyamine alkaloid cannabisativine was synthesized as an optical active form. The key step is the hetero Diels-Alder reaction of chiral diene and an N-tosylimine, in which regio- and diastereo-face selectivities were completely controlled, only one diastereomer was isolated in high yield. Synthesized (-)-cannabisativine has the same physical data as the natural product except for the αD value.
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Doi:10.1021/ol203100u
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