Use of Hindered Silyl Ethers as Protecting Groups for the Non-aldol Aldol Process
Organic Letters2003Vol. 5(17), pp. 3159–3161
Citations Over TimeTop 13% of 2003 papers
Abstract
[reaction: see text] Bulky epoxy bis-silyl ethers, e.g., 15, derived from 5-trialkylsilyloxy-2-alken-1-ols by epoxidation and silylation were treated with TMSOTf to afford non-aldol aldol rearrangement products, the 3,5-bis(silyloxy)alkanals, e.g., 16, with little to none of the corresponding tetrahydrofurans.
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