1946
DOI: 10.1021/ja01216a041
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Δ6-i-Cholestadiene

Abstract: The yield was 5.27 g.(33.4% of the theoretical) of crude 5-chloromercuri-2thiophenecarbinol. Repeated recrystallization from hot water produced, a white powder melting at 183-185°, with decomposition.

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Cited by 22 publications
(13 citation statements)
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“…The skeleton of ketones of types A' and A' may be obtained by addition of an appropriate metallated alkyl or aryl entity, respectively, to an appropriate aldehyde and subsequent A4; Scheme 4). The phenacyl bromide IVa [24] was nitrated, affording IVb. The latter was transformed into the CI -keto-ester IVc by reaction with SeO, in EtOH [25].…”
Section: -Alkylcarbonyl-(or Arylcarbonyl-)3-nitropyrocatechols (Typementioning
confidence: 99%
See 1 more Smart Citation
“…The skeleton of ketones of types A' and A' may be obtained by addition of an appropriate metallated alkyl or aryl entity, respectively, to an appropriate aldehyde and subsequent A4; Scheme 4). The phenacyl bromide IVa [24] was nitrated, affording IVb. The latter was transformed into the CI -keto-ester IVc by reaction with SeO, in EtOH [25].…”
Section: -Alkylcarbonyl-(or Arylcarbonyl-)3-nitropyrocatechols (Typementioning
confidence: 99%
“…NaHCO, (1.5 I). Bromomethyl4-Hydroxy-3 [24] (1 12.5 g, 0.46 mol) in AcOH (560 nl) was added, at r.t. within !4 h, under stirring a soln. of fuming HNO, (96%; 38 g, 0.58 mol) in AcOH (50 ml).…”
Section: -Hydroxy-3-methoxyphenyl 4-py~idyl Ketone (Iiie)mentioning
confidence: 99%
“…20 At this juncture, the allylic cyclopropane, which remained chemically silent until this point, was cleanly dismantled using HBr to afford the homoallylic bromide. 21 Silver-assisted solvolysis followed by acid treatment produced the natural product pergularin 2 (60% over 3 operations). From this point, two additional natural polyoxypregnanes were accessed by sequential stereoselective reductions.…”
mentioning
confidence: 99%
“…1. for the amination of the 4-chloro-quinolines 8a, 9a, and 9d to form quinoline derivatives [16][17][18][19][20][21][22][23] A solution of 5 mmol of 8a, 9a, and 9d resp. and 50 mmol of the appropriate amine in 50 ml of EtOH was refluxed for 30 min.…”
Section: -Amino-quinoline-3-carbonitrile (7a)mentioning
confidence: 99%