2015
DOI: 10.1016/j.tetlet.2015.09.114
|View full text |Cite
|
Sign up to set email alerts
|

Diastereoselective synthesis of quinolizidin-4-one and indolizidin-3-one derivatives with a spirocyclic motif via cascade cyclization using a gold(I)/Brønsted acid relay catalysis

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1
1

Citation Types

0
0
0

Year Published

2016
2016
2024
2024

Publication Types

Select...
3
2

Relationship

0
5

Authors

Journals

citations
Cited by 5 publications
(2 citation statements)
references
References 48 publications
0
0
0
Order By: Relevance
“…A combined catalytic system consisting of gold (5 mol% of IPrAuNTf 2 ) and Brønsted acid (10 mol% of CSA) was used by Nemoto et al to induce the intramolecular carboalkoxylation cascade of alkyne-tethered MOM-protected amides 68a with various nucleophiles 68b for the diastereoselective synthesis of cyclic amides 68c (Scheme 68). 93 Further, to show the capability of these cascades for the enantioselective construction of various motifs, they reported the enantioselective access to cyclopenta[b]indoles through a gold-catalysed intramolecular carboalkoxylation approach. This method involved the treatment of indole-tethered propargyl acetates 69a with 5 mol% of (S)-DTBM-Segphos(AuCl) 2 and 10 mol% AgSbF 6 to give corresponding enol ether 69b, which upon acid-catalysed hydrolysis gave cyclopenta[b]indoles 69c in good yield and excellent enantioselectivities (Scheme 69).…”
Section: Reviewmentioning
confidence: 99%
See 1 more Smart Citation
“…A combined catalytic system consisting of gold (5 mol% of IPrAuNTf 2 ) and Brønsted acid (10 mol% of CSA) was used by Nemoto et al to induce the intramolecular carboalkoxylation cascade of alkyne-tethered MOM-protected amides 68a with various nucleophiles 68b for the diastereoselective synthesis of cyclic amides 68c (Scheme 68). 93 Further, to show the capability of these cascades for the enantioselective construction of various motifs, they reported the enantioselective access to cyclopenta[b]indoles through a gold-catalysed intramolecular carboalkoxylation approach. This method involved the treatment of indole-tethered propargyl acetates 69a with 5 mol% of (S)-DTBM-Segphos(AuCl) 2 and 10 mol% AgSbF 6 to give corresponding enol ether 69b, which upon acid-catalysed hydrolysis gave cyclopenta[b]indoles 69c in good yield and excellent enantioselectivities (Scheme 69).…”
Section: Reviewmentioning
confidence: 99%
“…A combined catalytic system consisting of gold (5 mol% of IPrAuNTf 2 ) and Brønsted acid (10 mol% of CSA) was used by Nemoto et al to induce the intramolecular carboalkoxylation cascade of alkyne-tethered MOM-protected amides 68a with various nucleophiles 68b for the diastereoselective synthesis of cyclic amides 68c (Scheme 68). 93…”
Section: Carboalkoxylationmentioning
confidence: 99%