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2005
Deprotection
O 0345
Unexpected Highly Chemoselective Deprotection of the Acetals from Aldehydes
Not Ketones: TESOTf—2,6-Lutidine Combination. — A remarkably highly
05- 055 and
chemoselective deprotection of acetal moieties by the title method is achieved for compounds bearing additional ketal groups. Under the mild reaction conditions, the methoxy group of compound (I) and the Tbs-O group of acetal (VIII) remain intact. Deprotection of the latter compound by the present method affords key intermediate (IX) for
the scyphostatin synthesis. — (FUJIOKA*, H.; SAWAMA, Y.; MURATA, N.;
OKITSU, T.; KUBO, O.; MATSUDA, S.; KITA*, Y.; J. Am. Chem. Soc. 126 (2004)
38, 11800-11801; Grad. Sch. Pharm. Sci., Osaka Univ., Suita, Osaka 565, Japan;
Eng.) — Klein
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