482580-63-2Relevant academic research and scientific papers
Stereoselective synthesis of C1-C12 fragment of amphotericin B
Rajesh, Akkapalli,Sharma, Gangavaram V.M.,Damera, Krishna
, p. 6474 - 6476 (2014)
An efficient synthesis of C1-C12 fragment of amphotericin B is described. The synthesis is based on asymmetric dihydroxylation and cross-metathesis reactions.
Stereoselective synthesis of C13-C28 fragment of marinomycin A
Rajesh, Akkapalli,Sharma, Gangavaram V. M.,Damera, Krishna
, (2014)
Synthesis of the C13-C28 fragment of marinomycin A, consisting of all the five stereocenters, was achieved by asymmetric synthesis, starting from l-malic acid. The simple convergent approach utilized cross metathesis of two key olefinic fragments for the introduction of the C20-C21 double bond. Two of the five stereocenters, C19 and C27, were realized from l-malic acid, while, C17 and C23 are introduced by Sharpless asymmetric epoxidation and C25 by a selective allylation reaction.
Stereoselective synthesis of C13-C28 fragment of marinomycin a
Rajesh, Akkapalli,Sharma, Gangavaram V. M.,Damera, Krishna
, p. 845 - 853 (2015/03/14)
Synthesis of the C13-C28 fragment of marinomycin A, consisting of all the five stereocenters, was achieved by asymmetric synthesis, starting from l-malic acid. The simple convergent approach utilized cross metathesis of two key olefinic fragments for the introduction of the C20-C21 double bond. Two of the five stereocenters, C19 and C27, were realized from l-malic acid, while, C17 and C23 are introduced by Sharpless asymmetric epoxidation and C25 by a selective allylation reaction.
Chelation-controlled reduction: stereoselective formation of syn-1,3-diols and synthesis of compactin and mevinolin lactone.
Ghosh, Arun K,Lei, Hui
, p. 8783 - 8788 (2007/10/03)
Chelation-controlled reduction of chiral beta-alkoxy ketones containing a competing beta'-oxygen functionality has been investigated. Various syn-1,3-diols were prepared conveniently by reduction of beta-alkoxy ketones with LiI/LiAlH(4) (syn:anti selectivity up to >99:1). The corresponding beta-alkoxy ketones were derived from nitro-aldol reactions of chiral alkoxy aldehydes with a series of nitro compounds. This methodology is utilized in a short and efficient synthesis of the delta-lactone moiety of the HMG-CoA reductase inhibitors compactin and mevinolin.
