54623-24-4Relevant articles and documents
Concise and highly selective asymmetric synthesis of acosamine from sorbic acid
Bagal, Sharan K.,Davies, Stephen G.,Fletcher, Ai M.,Lee, James A.,Roberts, Paul M.,Scott, Philip M.,Thomson, James E.
, p. 2216 - 2220 (2011/05/09)
Diastereoselective conjugate addition of lithium (R)-N-benzyl-N-(α- methylbenzyl)amide to tert-butyl sorbate and subsequent chemo- and diastereoselective ammonium-directed olefinic oxidation of the resultant conjugate addition product {tert-butyl (3S,αR)-3-[N-benzyl-N-(α- methylbenzyl)amino]hex-4-ene} have been used as the key steps in a concise and highly selective asymmetric synthesis of the 2,3,6-trideoxy-3-aminohexose l-acosamine. This sequence of two chemical operations allows rapid assembly of the molecular architecture and facilitates the de novo asymmetric synthesis of methyl N,O-diacetyl-α-l-acosaminide in only 7 steps from commercially available sorbic acid in 15% overall yield.
A New Route to (+/-)-Daunosamine and Related Amino-sugars
Sammes, Peter G.,Thetford, Dean
, p. 352 - 353 (2007/10/02)
1-(2-Furyl)ethanol has been converted into (+/-)-daunosamine by use of a modified Mitsunobu reaction.