287483-51-6Relevant articles and documents
Sakurai reaction of 3,3-bis(silyl) silyl enol ethers with acetals involving selective desilylation of the geminal bis(silane). Concise synthesis of nematocidal oxylipid
Li, Linjie,Ye, Xincui,Wu, Ya,Gao, Lu,Song, Zhenlei,Yin, Zhiping,Xu, Yongjin
, p. 1068 - 1071 (2013/04/10)
3,3-Bis(silyl) silyl enol ethers have been shown to exhibit predominantly Sakurai reactivity, rather than Mukaiyama aldol reactivity, in their Lewis acid promoted reactions with acetals. Starting from a geminal bis(silyl) moiety consisting of two differen
β-hydroxy-γ-lactones as chiral building blocks for the enantioselective synthesis of marine natural products
Garcia,Martin,Martin
, p. 1420 - 1428 (2007/10/03)
The enantioselective synthesis of trans-(+)-laurediol, (2S,3S,5R)-5-[(1R)-1-hydroxy-9-decenyl]-2-pentyltetrahydro-3-furanol, and (2S,3S,5S)-5-[(1S)-1-hydroxy-9-decenyl]-2-pentyltetrahydro-3-furanol are described. In addition, a formal synthesis of trans-(-)-kumausyne is also developed. All the synthetic procedures have in common the use of enantiomerically enriched β-hydroxy-γ-lactones, easily available by Sharpless asymmetric dihydroxylation (AD) from the suitable β,γ-unsaturated ester. The use of Katsuki - Sharpless asymmetric epoxidation (AE) as an additional enantioselective reaction provides cyclic compounds of high enantiomeric purity.