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La(OTf)3: An Efficient Promoter for Thioglycoside Activation in Conjunction with N-Iodosuccinimide

Somnath Mukherjee, Balaram Mukhopadhyay*

*Department of Chemical Sciences, Indian Institute of Science Education and Research-Kolkata, Mohanpur Campus, BCKV Main Campus, Mohanpur, Nadia 741 252, West Bengal, India, Email: sugarnet73hotmail.com

S. Mukherjee, B. Mukhopadhyay, Synlett, 2010, 2853-2856.

DOI: 10.1055/s-0030-1259016


Abstract

Use of La(OTf)3 as a Lewis acid promoter for N-iodosuccinimide-mediated activation of thioglycosides enables a smooth glycosylation reaction with good to excellent yields and stereoselectivity.


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Key Words

acetals, oxathioacetals, thioglycosides, glycosylation, disarmed donor, Lewis acid, NIS


ID: J60-Y2010-3310