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Stereoselective Total Synthesis of Dodoneine

✍ Scribed by Baggu Chinnababu; Sudina Purushotham Reddy; Chitturi Bhujanga Rao; Karuturi Rajesh; Yenamandra Venkateswarlu

Book ID
102255610
Publisher
John Wiley and Sons
Year
2010
Tongue
German
Weight
164 KB
Volume
93
Category
Article
ISSN
0018-019X

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✦ Synopsis

A simple and highly efficient stereoselective total synthesis of dodoneine (1), a naturally occurring bioactive 5,6-dihydro-2H-pyran-2-one, was achieved. The synthesis involved Kecks asymmetric allylation, iodine-induced electrophilic cyclization, and Grubbs catalyzed ring-closing metathesis as key steps.

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