Abstract
A highly diastereoselective α-alkylation of N-tert-butanesulfinyl amidines has been developed along with methods for converting the alkylation products to enantiomerically enriched amines that incorporate both α- and β-stereocenters. The utility of this chemistry is further demonstrated by the first asymmetric synthesis of the antimicrobial marine natural product (6R,7S)-7-amino-7,8-dihydro-α-bisabolene.
| Original language | English |
|---|---|
| Pages (from-to) | 15652-15653 |
| Number of pages | 2 |
| Journal | Journal of the American Chemical Society |
| Volume | 126 |
| Issue number | 48 |
| Publication status | Published - 2004 Dec 8 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Chemistry(all)
Cite this
Asymmetric α-alkylation of N′-tert-butanesulfinyl amidines. Application to the total synthesis of (6 R,7 S)-7-amino-7,8-dihydro-α- bisabolene. / Kochi, Takuya; Ellman, Jonathan A.
In: Journal of the American Chemical Society, Vol. 126, No. 48, 08.12.2004, p. 15652-15653.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Asymmetric α-alkylation of N′-tert-butanesulfinyl amidines. Application to the total synthesis of (6 R,7 S)-7-amino-7,8-dihydro-α- bisabolene
AU - Kochi, Takuya
AU - Ellman, Jonathan A.
PY - 2004/12/8
Y1 - 2004/12/8
N2 - A highly diastereoselective α-alkylation of N-tert-butanesulfinyl amidines has been developed along with methods for converting the alkylation products to enantiomerically enriched amines that incorporate both α- and β-stereocenters. The utility of this chemistry is further demonstrated by the first asymmetric synthesis of the antimicrobial marine natural product (6R,7S)-7-amino-7,8-dihydro-α-bisabolene.
AB - A highly diastereoselective α-alkylation of N-tert-butanesulfinyl amidines has been developed along with methods for converting the alkylation products to enantiomerically enriched amines that incorporate both α- and β-stereocenters. The utility of this chemistry is further demonstrated by the first asymmetric synthesis of the antimicrobial marine natural product (6R,7S)-7-amino-7,8-dihydro-α-bisabolene.
UR - http://www.scopus.com/inward/record.url?scp=10044231521&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=10044231521&partnerID=8YFLogxK
M3 - Article
C2 - 15571381
AN - SCOPUS:10044231521
VL - 126
SP - 15652
EP - 15653
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 48
ER -