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Total synthesis of (+)-prelog-djerassi lactonic acid

✍ Scribed by Minoru Isobe; Yoshiyasu Ichikawa; Toshio Goto

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
203 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis

Optically active Prelog-Djerassi Lactonic Acid i was synthesized from D-glucal; the crucial point being the elaboration of the carboxylic group as shown in eq. 1 and 2 which involve the sequential process [i] asymmetric addition of methyl anion onto the hetero-olefin 2, [ii] trapping

πŸ“œ SIMILAR VOLUMES

A synthesis of (+)-Prelog-Djerassi Lacto
A synthesis of (+)-Prelog-Djerassi Lactonic acid
✍ Steven D. Hiscock; Peter B. Hitchcock; Philip J. Parsons πŸ“‚ Article πŸ“… 1998 πŸ› Elsevier Science 🌐 French βš– 852 KB

A new approach to the synthesis of Prelog-Djerassi Lactonic acid (1) is reported. A key step in this synthesis involves an lreland-Claisen rearrangement/silicon-mediated fragmentation sequence to provide the carbon framework in (1).