53448-08-1Relevant academic research and scientific papers
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 (1986)
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
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
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.
