|Title||Highly convergent total synthesis and assignment of absolute configuration of majusculamide D, a potent and selective cytotoxic metabolite from Moorea sp|
|Publication Type||Journal Article|
|Year of Publication||2019|
|Authors||Caro-Diaz E.JE, Valeriote F.A, Gerwick WH|
|Type of Article||Article|
|Keywords||alkenes; catalyzed asymmetric carboalumination; chemistry; efficient; microcolin-b; natural-products|
The total synthesis of majusculamide D (MJS-D) is described, a lipopentapeptide originally isolated from Lyngbya majuscula and reisolated from a Moorea sp. MJS-D possesses selective and potent cancer cell toxicity. A scalable and convergent strategy with a minimal number of purifications produced significant quantities of MJM-D for in vivo evaluations. The absolute configuration of the 1,3-dimethyl-octanamide motif was determined by synthesis of this fragment via ZACA chemistry.
|Short Title||Org. Lett.|