Stereoselective total synthesis and structural revision of the diacetylenic diol natural products strongylodiols H and I

• Pamarthi Gangadhar,
• Sayini Ramakrishna,
• Ponneri Venkateswarlu and
• Pabbaraja Srihari

Beilstein J. Org. Chem. 2018, 14, 2313–2320, doi:10.3762/bjoc.14.206

• reaction steps. A common aldehyde intermediate has been used for the synthesis of both strongylodiols. Keywords: alkylation; Cadiot–Chodkiewicz coupling; Corey–Bakshi–Shibata reduction; Mosher’s analysis; Wittig reaction; Introduction Diacetylenic polyol compounds [1][2] originated from marine sources

Stereochemical outcomes of C–F activation reactions of benzyl fluoride

• Neil S. Keddie,
• Pier Alexandre Champagne,
• Justine Desroches,
• Jean-François Paquin and
• David O'Hagan

Beilstein J. Org. Chem. 2018, 14, 106–113, doi:10.3762/bjoc.14.6

• . The proposed stereochemistry of the product was verified by independent synthesis of the (S)-isomer from the unsymmetric diphenyl ketone 11 (Scheme 2). Corey–Bakshi–Shibata reduction of diaryl ketone 11, afforded the (R)-alcohol 12 in moderate to good yield and moderate ee [15][16]. The absolute

Stereoselective synthesis of hernandulcin, peroxylippidulcine A, lippidulcines A, B and C and taste evaluation

• Marco G. Rigamonti and
• Francesco G. Gatti

Beilstein J. Org. Chem. 2015, 11, 2117–2124, doi:10.3762/bjoc.11.228

• reagent. The taste evaluations indicate that none of these sesquiterpenes are sweet, instead the lippidulcine A is a cooling agent with a mint after taste. Keywords: ADH ketone reduction; cooling agent; Corey–Bakshi–Shibata reduction; dehydrogenation; hernandulcin; Kornblum–DeLaMare rearrangement