Highly Chemoselective Esterification Reactions and Boc/THP/TBDMS Discriminating Deprotections under Samarium(III) Catalysis

Pushparathinam Gopinath, Surapaneni Nilaya and Kannoth Manheri Muraleedharan*

*Department of Chemistry, Indian Institute of Technology Madras, Chennai, 600 036, India, Email: mkmiitm.ac.in

P. Gopinath, S. Nilaya, K. M. Muraleedharan, Org. Lett., 2011, 13, 1932-1935.

DOI: 10.1021/ol200247c

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Abstract

SmCl₃ is an excellent catalyst for chemoselective esterifications and selective removal of acid sensitive hydroxyl protecting groups such as Boc, THP, and TBDMS. Chemoselective deprotection is demonstrated through suitable examples.

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Key Words

Boc-protected amines

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ID: J54-Y2011-1010