34565-32-7Relevant academic research and scientific papers
Divergent asymmetric total synthesis of all four pestalotin diastereomers from (R)-glycidol
Moriyama, Mizuki,Nakata, Kohei,Fujiwara, Tetsuya,Tanabe, Yoo
, (2020/01/28)
All four chiral pestalotin diastereomers were synthesized in a straightforward and divergent manner from common (R)-glycidol. Catalytic asymmetric Mukaiyama aldol reactions of readily-available bis(TMSO)diene (Chan’s diene) with (S)-2-benzyloxyhexanal der
An efficient synthesis of (-)-pestalotin and its enantiomer using Sharpless asymmetric dihydroxylation
Wang, Zhi-Min,Shen, Ming
, p. 3393 - 3396 (2007/10/03)
With Sharpless asymmetric dihydroxylation as a key step, syntheses of (-)-pestalotin and its enantiomer have been accomplished in a four-step sequence in high stereoselectivity.
High Diastereoselection in the Aldol Reaction of the Bistrimethylsilyl Enol Ether of Methyl Acetoacetate with 2-Benzyloxyhexanal: Synthesis of (-)-Pestalotin
Hagiwara, Hisahiro,Kimura, Katsuhiko,Uda, Hisashi
, p. 693 - 700 (2007/10/02)
Aldol condensation of the bistrimethylsilyl enol ether of methyl acetoacetate, compound 2, with 2-benzyloxyhexanal 3c affords highly selectively (99:1) the syn-aldol adduct 4c in the presence of titanium tetrachloride.The stereocontrolled synthesis of (-)-pestalotin 7 has been achieved.
Stereoselective Synthesis of 1,2-Diols by the Cycloadditive Strategy: Total Synthesis of (+/-)-exo-Brevicomin and (+/-)- and (-)-Pestalotin
Zhang, Jiancun,Curran, Dennis P.
, p. 2627 - 2631 (2007/10/02)
Highly selective reductions of 5-acyl-2-isoxazolines and conversion of the resulting syn-5-hydroxyalkyl-2-isoxazolines into syn-diols are key steps in concise syntheses of (+/-)-exo-brevicomin, and (+/-)-pestalotin.With an asymmetric nitrile oxide as starting material, cycloaddition with the acrylate derivative of Oppolzer's camphor sultam leads to a synthesis of (-)-pestalotin.
Highly Diastereoselective Titanium Tetrachloride-mediated Aldol Condensation of the Bistrimethylsilyl Enol Ether of Acetoacetic Ester with 2-Benzyloxyhexanal. A Synthesis of (-)-Pestalotin
Hagiwara, Hisahiro,Kimura, Katsuhiko,Uda, Hisashi
, p. 860 - 861 (2007/10/02)
Titanium tetrachloride-mediated aldol condensation of the bistrimethylsilyl enol ether of methyl acetoacetate (1) with 2-benzyloxyhexanal (3) gives highly selectively (99:1) the syn aldol adduct (5); the stereocontrolled synthesis of (-)-pestalotin (9) ha
