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Asymmetric synthesis of (−)-epi-blastmycinone and (2R,3S,4S)-3-hydroxy-4-methyl-2-(1′-n-tetradecyl)-butanolide via a tungsten-mediated cyclization reaction

✍ Scribed by Bo Liu; Ming-Jung Chen; Ching-Yu Lo; Rai-Shung Liu


Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
76 KB
Volume
42
Category
Article
ISSN
0040-4039

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Asymmetric Syntheses via Heterocyclic In
✍ Schöllkopf, Ulrich ;Bardenhagen, Jürgen 📂 Article 📅 1987 🏛 John Wiley and Sons 🌐 English ⚖ 534 KB

The titanium derivative 4a of the bislactim ether l a from cyclo-(L-Val-Gly) reacts with + m a t u r a t e d aldehydes 5 exclusively by 1.2-addition in a highly diastereowlective mode to give virtually only the (2R,l'S) diastereomers of type 6. Upon hydrolysis these furnish the methyl (2R,3S)-thrm-2