๐”– Bobbio Scriptorium
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The di-t-butylsilylene protecting group for diols

โœ Scribed by Barry M. Trost; Charles G. Caldwell


Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
217 KB
Volume
22
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Di-t-butyldichlorosilane reacts with diols to yield the corresponding ai-J-butylsilylene derivatives. This useful protecting group is readily removed by treatment with pyridinium hydrofluoride.

In conjunction with our synthetic efforts directed toward pillaromycinone (I), we required a diol protecting group having the following properties: 1) stability to Lewis acids, 2) ability to be removed chemoselectively


๐Ÿ“œ SIMILAR VOLUMES


Cyclic di-t-butylsilylenediyl ether grou
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Treatment of methyl b-D-glucopyranoside, methyl a-D-glucopyranoside, 2-azido-2-deoxy-b-D-galactopyranosyl fluoride, and 1,6-anhydro-b-lactose with di-t-butyldichlorosilane gave the corresponding 4,6-cyclic di-t-butylsilylenediyl ether (4,6-CDBS) derivatives in high yields. It was suggested that the

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โœ C.J. Gray; A.M. Khoujah ๐Ÿ“‚ Article ๐Ÿ“… 1969 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 209 KB

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