213686-75-0Relevant academic research and scientific papers
General asymmetric synthesis of hydroxymethylene and hydroxyethylene peptide isosteres
Aoyagi, Yutaka,Williams, Robert M.
, p. 10419 - 10433 (2007/10/03)
The Lewis acid-promoted coupling reactions of (5R, 6S)-2-acetoxy-4- (benzyloxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazines (11a-e, and 21), which are prepared easily from (+)-(5R, 6S)-4(benzyloxycarbonyl)- 5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one (9), with allyltrimethylsilane proceeded to give the corresponding coupling products with moderate to excellent stereoselectivity in good yields. These coupling products (13a, b, and d) were converted to hydroxymethylene-(25a, b, and d) and hydroxyethylene (28) peptide isosteres.
