4.5 Article

Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents

Journal

SYNTHESIS-STUTTGART
Volume 54, Issue 3, Pages 754-762

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1654-2211

Keywords

silyl ester; acylation; catalyst; trimethylsilylation; protection

Funding

  1. Ministry of Science and Technology in Taiwan [MOST 106-2113-M-005-007, 107-2113-M-005-021]
  2. National Chung Hsing University
  3. Chia Nan University of Pharmacy and Science

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Trimethylsilyl esters, such as AcOTMS, BzOTMS, TCAOTMS, are inexpensive and chemically stable reagents that pose a negligible environmental hazard. These compounds are proven to be efficient dual-purpose reagents for acylation and trimethylsilylation of alcohols under acidic or basic conditions. Furthermore, a detailed study on protection of various substrates and new methodological investigations is described.
Trimethylsilyl esters, AcOTMS, BzOTMS, TCAOTMS, etc., are inexpensive and chemically stable reagents that pose a negligible environmental hazard. Such compounds prove to serve as efficient dual-purpose reagents to respectively achieve acylation and trimethylsilylation of alcohols under acidic or basic conditions. Herein, a detailed study on protection of various substrates and new methodological investigations is described.

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