Gold(I)-catalyzed enantioselective hydroamination of N-allenyl carbamates.
Publication
, Journal Article
Zhang, Z; Bender, CF; Widenhoefer, RA
Published in: Organic letters
July 2007
Treatment of the N-4,5-hexadienyl carbamate 2a with a catalytic 1:2 mixture of [(S)-1]Au2Cl2 [(S)-1 = (S)-3,5-t-Bu-4-MeO-MeOBIPHEP] and AgClO4 in m-xylene at -40 degrees C for 24 h led to isolation of 2-vinylpyrrolidine 3a in 97% yield with 81% ee. Gold(I)-catalyzed enantioselective hydroamination was effective for a number of carbamate groups and tolerated terminal disubstitutution of the allenyl moiety.
Duke Scholars
Published In
Organic letters
DOI
EISSN
1523-7052
ISSN
1523-7060
Publication Date
July 2007
Volume
9
Issue
15
Start / End Page
2887 / 2889
Related Subject Headings
- Stereoisomerism
- Organic Chemistry
- Gold
- Catalysis
- Carbamates
- Amination
- 34 Chemical sciences
- 03 Chemical Sciences
Citation
APA
Chicago
ICMJE
MLA
NLM
Zhang, Z., Bender, C. F., & Widenhoefer, R. A. (2007). Gold(I)-catalyzed enantioselective hydroamination of N-allenyl carbamates. Organic Letters, 9(15), 2887–2889. https://doi.org/10.1021/ol071108n
Zhang, Zhibin, Christopher F. Bender, and Ross A. Widenhoefer. “Gold(I)-catalyzed enantioselective hydroamination of N-allenyl carbamates.” Organic Letters 9, no. 15 (July 2007): 2887–89. https://doi.org/10.1021/ol071108n.
Zhang Z, Bender CF, Widenhoefer RA. Gold(I)-catalyzed enantioselective hydroamination of N-allenyl carbamates. Organic letters. 2007 Jul;9(15):2887–9.
Zhang, Zhibin, et al. “Gold(I)-catalyzed enantioselective hydroamination of N-allenyl carbamates.” Organic Letters, vol. 9, no. 15, July 2007, pp. 2887–89. Epmc, doi:10.1021/ol071108n.
Zhang Z, Bender CF, Widenhoefer RA. Gold(I)-catalyzed enantioselective hydroamination of N-allenyl carbamates. Organic letters. 2007 Jul;9(15):2887–2889.
Published In
Organic letters
DOI
EISSN
1523-7052
ISSN
1523-7060
Publication Date
July 2007
Volume
9
Issue
15
Start / End Page
2887 / 2889
Related Subject Headings
- Stereoisomerism
- Organic Chemistry
- Gold
- Catalysis
- Carbamates
- Amination
- 34 Chemical sciences
- 03 Chemical Sciences