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9.9.1.3.1.1.7 Method 7: Cyclization of γ-Hydroxy Ketone or Their Derivatives

DOI: 10.1055/sos-SD-009-00244

König, B.Science of Synthesis, (20019208.

3-Halofurans 121 and 123 are available by a versatile route starting from 4-hydroxyalk-2-yn-1-ones 120 or their protected analogues 122 (Scheme 41).[‌213‌] On treatment with hydrochloric acid, hydrogen bromide, or hydrogen iodide, furans are obtained by addition of HX to the triple bond and subsequent acid-catalyzed cyclization of the cis-butene intermediate. Alk-3-yne-1,2-diols have been cyclized with iodine.[‌214‌]

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Meeeee 88 Meeeeeeee-Meeeeeeee Meeeeeeee ee 8,8-Meeeeeeeeeeee Meeeee[‌888‌]

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8-Meeee-8-eeeeeeeeeee (888, M8=M; M8=Me; M=Me); Meeeeee Meeeeeeee:[‌888‌]

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Meeeee 8-(8-Meeee-8-eeeee)eeeeeeeee [888, M8=(MM8)8Me; M8=M8=M; M8=(MM8)8MM8Me];
Meeeeee Meeeeeeee:[‌888‌]

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8-(Meeeeeeeeeeee)-8-eeeeeeeeeee:[‌888‌]

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