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Search for "Evans’ auxiliary" in Full Text gives 4 result(s) in Beilstein Journal of Organic Chemistry.

Synthetic approach to borrelidin fragments: focus on key intermediates

  • Yudhi Dwi Kurniawan,
  • Zetryana Puteri Tachrim,
  • Teni Ernawati,
  • Faris Hermawan,
  • Ima Nurasiyah and
  • Muhammad Alfin Sulmantara

Beilstein J. Org. Chem. 2025, 21, 1135–1160, doi:10.3762/bjoc.21.91

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  • . Reduction of the product to remove the Evans auxiliary furnished primary alcohol 72 in 84% yield. This alcohol was then protected as a THP ether, and the TBDMS group was removed using a fluoride source, yielding another primary alcohol 65 in 85% yield, thus completing the synthesis of the left-hand portion
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Published 12 Jun 2025

The chemistry and biology of mycolactones

  • Matthias Gehringer and
  • Karl-Heinz Altmann

Beilstein J. Org. Chem. 2017, 13, 1596–1660, doi:10.3762/bjoc.13.159

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Published 11 Aug 2017

Diastereoselective and enantioselective conjugate addition reactions utilizing α,β-unsaturated amides and lactams

  • Katherine M. Byrd

Beilstein J. Org. Chem. 2015, 11, 530–562, doi:10.3762/bjoc.11.60

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  • provided an increase in diastereoselectivity and a higher yield of the product after deprotection of the sultam group over the Oppolzer auxiliary (Scheme 3). The Evans auxiliary 6 has been used extensively in several asymmetric transformations such alkylations, allylations and most notably for aldol
  • -oxazolidinones [43] (Scheme 4). The diastereoselectivity of the reactions using the Evans auxiliary is attributed to the ability of the Lewis acidic metal to form a complex between the two carbonyl oxygens (Figure 3). This Lewis acid complex locks the molecule into one conformation, thus facilitating the
  • auxiliaries such as trityloxymethyl-γ-butyrolactam (7) [45][46], (4R,5S)-1,5-dimethyl-4-phenyl-2-imidazolidionone (8) [47] and ethyl (S)-4,4-dimethylpyroglutamate (9) [48] have been used in DCA reactions with α,β-unsaturated amides, though to a lesser extent than the Evans auxiliary. In recent years, (S,S
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Published 23 Apr 2015

A practical synthesis of long-chain iso-fatty acids (iso-C12–C19) and related natural products

  • Mark B. Richardson and
  • Spencer J. Williams

Beilstein J. Org. Chem. 2013, 9, 1807–1812, doi:10.3762/bjoc.9.210

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  • -methylpalmitic acid, and 2-oxo-14-methylpentadecane. Keywords: chemoselective reduction; Evansauxiliary; Grignard addition; homologation; ionic hydrogenation; Introduction Long-chain iso-fatty acids occur in a broad range of organisms, and are especially abundant in bacteria where, through incorporation into
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Published 04 Sep 2013
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