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ChemInform Abstract: Regioselective Directed ortho Metalation of 3H-Naphtho[2,1-b]pyrans. Synthesis of Methylteretifolione B.

✍ Scribed by K. W. STAGLIANO; H. C. MALINAKOVA

Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

Regioselective Directed ortho Metalation of 3H-Naphtho[2,1b]pyrans.

Synthesis of Methylteretifolione B.

-Treatment of naphthopyrans with tBuLi under controlled conditions results in selective ortho-metalation. Following quenching with electrophiles yields single products. The methyl derivative (IIIa) is readily converted to methyl teretifolione B (IV).

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