1967
DOI: 10.1016/s0040-4020(01)88816-5
|View full text |Cite
|
Sign up to set email alerts
|

Neighbouring group participation—I

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
1

Citation Types

0
4
0

Year Published

1971
1971
2002
2002

Publication Types

Select...
6
1

Relationship

0
7

Authors

Journals

citations
Cited by 15 publications
(4 citation statements)
references
References 49 publications
0
4
0
Order By: Relevance
“…trans -2-(Mercaptomethyl)cyclohexanethiol (7). , Commercially available ethyl cyclohexanone-2-carboxylate (Fluka) was stereoselectively reduced using bakers' yeast 16 to the cis -1-hydroxy ester followed by reduction with LiAlH 4 affording cis -2-(hydroxymethyl)cyclohexanol, , 1 . Compound 1 was then ditosylated using standard methodology, ,, and a solution of this ditosylate (4.04 g, 9.2 mmol in 10 mL DMF) was added to a stirred suspension of 3.31 g Na 2 S·9H 2 O (10.2 mmol; freshly recrystallized from 90% aq ethanol) and 450 mg (10.2 mmol) of sulfur in 15 mL of DMF.…”
Section: Methodsmentioning
confidence: 99%
See 1 more Smart Citation
“…trans -2-(Mercaptomethyl)cyclohexanethiol (7). , Commercially available ethyl cyclohexanone-2-carboxylate (Fluka) was stereoselectively reduced using bakers' yeast 16 to the cis -1-hydroxy ester followed by reduction with LiAlH 4 affording cis -2-(hydroxymethyl)cyclohexanol, , 1 . Compound 1 was then ditosylated using standard methodology, ,, and a solution of this ditosylate (4.04 g, 9.2 mmol in 10 mL DMF) was added to a stirred suspension of 3.31 g Na 2 S·9H 2 O (10.2 mmol; freshly recrystallized from 90% aq ethanol) and 450 mg (10.2 mmol) of sulfur in 15 mL of DMF.…”
Section: Methodsmentioning
confidence: 99%
“…Although some substituted derivatives of trans -2-mercaptomethyl cyclohexanethiol have been synthesized earlier, , none of the aforementioned compounds have been previously reported. Starting appropriately either from diol 1 which is not commercially available but which was readily prepared applying literature methodology, or compound 2 which was also prepared using specific literature methods , (see Scheme ), the polysulfides 3 − 6 were produced which were subsequently reduced to the dithiols 7 and 8 . From 7 and 8 , the dithiines of interest, 9 − 15 , were readily prepared for this study using standard acetalization and transacetalization procedures.…”
Section: Introductionmentioning
confidence: 99%
“…Benzo-and 2,3-naphtho-l,3-dioxolan-2-ylium ions (83 and 84) were prepared by Dimroth, et al,n by treating 2-phenyl-2methoxybenzodioxolane and the naphtho analog with BF3 or tetrafluoroboric acid in methylene chloride. This extension of the reactions, originally developed by Meerwein, was employed by Schneider80 to synthesize a series of substituted 1,3dioxan-2-ylium salts (86). For example, the substituted 2methyl-2-ethoxy-and 2-phenyl-2-ethoxy-l,3-dioxanes (85) gave the corresponding 2-methyl-and 2-phenyldioxan-2ylium tetrafluoroborates (86) on treatment with BF3Et20.…”
Section: Methods Of Formationmentioning
confidence: 99%
“…The yields of salts X were best for R 2 = R 3 = H. This method was later used to prepare stable steroid cations [13]. OAc .…”
mentioning
confidence: 99%