A concise total synthesis of arizonins B1 and C1
RA Fernandes, SV Mulay, VP Chavan
Index: Fernandes, Rodney A.; Mulay, Sandip V.; Chavan, Vijay P. Tetrahedron Asymmetry, 2013 , vol. 24, # 24 p. 1548 - 1555
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Citation Number: 4
Abstract
Abstract A concise and efficient total synthesis of arizonins B1 and C1 is reported. A key building block alkyne is synthesized from d-glucono-δ-lactone and used in the Dötz benzannulation reaction to construct the naphthalene unit. An oxa-Pictet–Spengler reaction gave the pyran ring while an H 2 SO 4 mediated isomerization set the correct stereochemistry of the target molecules. Alternatively, a direct anti-pyran stereochemistry ...
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