124356-87-2Relevant academic research and scientific papers
Stereoselectivity of model C22-23 aldol coupling for spirangiens A & B
Gregg, Claire,Perkins, Michael V.
, p. 387 - 394 (2013/01/15)
A model system was prepared to investigate the diastereoselectivity of the key C22-23 aldol coupling for the synthesis of spirangiens A & B. The lithium enolate of model ketone 3 was coupled with the differently protected aldehydes 4 (acetonide) and 5 (silyl) giving 3:1 and 3.5:1 dr, respectively, in favour of the unnatural (S) isomer in both cases. The lack of any significant effect on the aldol stereoselectivity induced by the aldehyde protecting groups contrasts with previous literature reports.
Total synthesis of the polyether antibiotic lonomycin A (Emericid)
Evans, David A.,Ratz, Andrew M.,Huff, Bret E.,Sheppard, George S.
, p. 3448 - 3467 (2007/10/02)
The first asymmetric synthesis of the polyether antibiotic lonomycin has been achieved. The skeleton is assembled through the synthesis and union of two subunits comprising the C1-C11 and C12-C30 portions of the
