Abstract
Two chiral quaternary carbon-containing fragments suitable for elaboration to the briaran diterpenes were obtained by regioselective methylation of functionalized 3,3-disubstituted 2,3-epoxy-1-ols. The factors which favor methylation at the more hindered position of a trisubstituted 2,3-epoxy alcohol were determined.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 7429-7444 |
| Number of pages | 16 |
| Journal | Tetrahedron |
| Volume | 53 |
| Issue number | 22 |
| DOIs | |
| State | Published - Jun 2 1997 |
Fingerprint
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery
Cite this
Methylation-ring opening of 3,3-disubstituted 2,3-epoxy alcohols. Synthesis of chiral quaternary fragments for assembly of briaran diterpenes. / Balasubramaniam, Rajiv P.; Moss, David K.; Wyatt, Justin K.; Spence, John D.; Gee, Arvin; Nantz, Michael H.
In: Tetrahedron, Vol. 53, No. 22, 02.06.1997, p. 7429-7444.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Methylation-ring opening of 3,3-disubstituted 2,3-epoxy alcohols. Synthesis of chiral quaternary fragments for assembly of briaran diterpenes
AU - Balasubramaniam, Rajiv P.
AU - Moss, David K.
AU - Wyatt, Justin K.
AU - Spence, John D.
AU - Gee, Arvin
AU - Nantz, Michael H.
PY - 1997/6/2
Y1 - 1997/6/2
N2 - Two chiral quaternary carbon-containing fragments suitable for elaboration to the briaran diterpenes were obtained by regioselective methylation of functionalized 3,3-disubstituted 2,3-epoxy-1-ols. The factors which favor methylation at the more hindered position of a trisubstituted 2,3-epoxy alcohol were determined.
AB - Two chiral quaternary carbon-containing fragments suitable for elaboration to the briaran diterpenes were obtained by regioselective methylation of functionalized 3,3-disubstituted 2,3-epoxy-1-ols. The factors which favor methylation at the more hindered position of a trisubstituted 2,3-epoxy alcohol were determined.
UR - http://www.scopus.com/inward/record.url?scp=0030981561&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0030981561&partnerID=8YFLogxK
U2 - 10.1016/S0040-4020(97)00453-5
DO - 10.1016/S0040-4020(97)00453-5
M3 - Article
AN - SCOPUS:0030981561
VL - 53
SP - 7429
EP - 7444
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 22
ER -