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The Meinwald reaction of alkyl propionates. Synthesis of the C1–C9 fragment of aurisides

✍ Scribed by Marı́a-Yolanda Rı́os; Francisco Velázquez; Horacio F Olivo

Book ID
104205634
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
282 KB
Volume
59
Category
Article
ISSN
0040-4020

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✦ Synopsis

The C1-C9 northern fragment of aurisides 12a was prepared in eight steps and 41% overall yield starting from Grieco's bicyclic lactone (þ)-4. The synthesis features a key stereoselective Meinwald reaction of the lithium enolate of alkyl propionate with the functionalized d-lactone 3.

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