Asymmetric routes towards polyfunctionalized pyrrolidines: Synthesis and reactivity of a chiral silyloxypyrrole
✍ Scribed by Isabelle Baussanne; Jacques Royer
- Book ID
- 103405521
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- French
- Weight
- 211 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0040-4039
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The Mukaiyama aldol type condensation of t-butyldimethylsilyloxypyrrole 1b with methyl 2-formylbenzoate furnished the aldol adduct 9 with high yield and complete stereoselectivity. An erythro (anti) configuration was established (X-ray) in sharp contrast with the reaction of 1b with aliphatic aldehy
Starting from the (R)-(-)-phenylglycinol derivative (I), the stereoselective synthesis of polyhydroxylated pyrrolidines [cf. (VIII)] and the indolizidine (XII) is based on the diastereoselective condensation of the chiral silyloxypyrrole (III) with aldehydes (IV). The preparation of the indolizidine
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