51053-36-2Relevant academic research and scientific papers
Total synthesis of dermostatin A
Zhang, Yingchao,Arpin, Carolynn C.,Cullen, Aaron J.,Mitton-Fry, Mark J.,Sammakia, Tarek
experimental part, p. 7641 - 7653 (2011/12/14)
The concise total synthesis of dermostatin A is described. Highlights include a two-directional application of the asymmetric acetate aldol method developed in our lab, a novel diastereotopic-group-selective acetal isomerization for terminus differentiation, and a selective cross-metathesis reaction between a terminal olefin and a trienal. A study of the scope and viability of similar cross-metathesis reactions is also described. The synthesis is convergent and utilizes fragments of roughly equal complexity.
Total synthesis of the polyene macrolide dermostatin A
Sinz, Christopher J,Rychnovsky, Scott D
, p. 6561 - 6576 (2007/10/03)
Herein we provide full details of studies which culminated in the first total synthesis of the polyene macrolide dermostatin A, confirming our earlier stereochemical assignment. A highly convergent synthesis was developed, featuring the cyanohydrin acetonide method for polyol construction and a Stille approach to polyene introduction. The strategies and tactics developed en route should be of value for the preparation of other members of the polyene macrolide class, as well as analogs of the dermostatins.
Total synthesis of dermostatin A
Sinz, Christopher J.,Rychnovsky, Scott D.
, p. 3224 - 3227 (2007/10/03)
An oxo-hexaene macrolide antibiotic, dermostatin A (see picture) has been synthesized. Key features of the synthesis include the application of cyanohydrin acetonide couplings for the synthesis of the polyol portion, and the convergent introduction of the
