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2005
Deprotection
O 0345
A Reversible Safety-Catch Method for the Hydrogenolysis of N-Benzyl Moieties.
The benzyl group of the N-acylated sulfonamide (Ib) and the β-oxy substituted sul08- 061 —
fonamides (III) can be readily hydrogenolytically cleaved, whereas sulfonamides such
as (Ia,c) are resistant to deprotection. However, the activation by acylation can be used
in a N-Boc protection/hydrogenation/N-Boc deprotection sequence to achieve the
debenzylation of (Ia,c) and (VIII). Furthermore, it is demonstrated, that highly functionalized β-oxy substituted sulfonamides (X) and (XII) can be debenzylated with high
yields. — (JOHNSON, D. C. I.; WILDLANSKI*, T. S.; Tetrahedron Lett. 45 (2004)
46, 8483-8487; Dep. Chem., Indiana Univ., Bloomington, IN 47405, USA; Eng.) —
Mais
2005
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