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Scientific article
English

The Synthesis of Boronolide

Published inHelvetica Chimica Acta, vol. 74, no. 2, p. 336-342
Publication date1991
Abstract

Racemic boronolide (1) is prepared in six steps in 4.4% overall yield from acrolein dimer 6 and 1-(trimethyl-silyl)hex-1-yne (8). The latter, by hydromagnesiation, is condensed with 6 to give the corresponding threo-allylic alcohol 13 (Scheme 2). Conversion of 13 to the erythro-allylic alcohol 5 (Scheme 3), bis-hydroxylation, and acetylation afford 1.

Funding
  • Swiss National Science Foundation - 2.812-0.85
Citation (ISO format)
JEFFORD, Charles, MOULIN, Marie-Claude. The Synthesis of Boronolide. In: Helvetica Chimica Acta, 1991, vol. 74, n° 2, p. 336–342. doi: 10.1002/hlca.19910740213
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Article (Published version)
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Identifiers
ISSN of the journal0018-019X
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