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A simple and efficient synthesis of goniothalesdiol A

✍ Scribed by Pallavi Thakur; Kumaraswamy Boyapelly; Raji Reddy Gurram; Rakeshwar Bandichhor; Khagga Mukkanti


Book ID
116909643
Publisher
Elsevier Science
Year
2012
Tongue
English
Weight
378 KB
Volume
23
Category
Article
ISSN
0957-4166

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The first total synthesis of Goniothalesdiol A, isolated from the stems of Goniothalamus amuyon (Annonaceae) is reported. The C2 stereocentre and C3/C4 syn diol were created by a Sharpless kinetic resolution followed by acetonide formation. The tetrahydropyran ring was formed and the C6 stereocentre

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## Abstract The stereocontrolled synthesis of goniothalesdiol A, a dihydroxylated tetrahydropyran compound, has been accomplished using D‐ribose as chiral precursor. The key steps involved are aryl __Grignard__ reaction, stereoselective alkoxy‐directed keto reduction, and intramolecular oxy‐__Micha