Abstract
(R)-(-)-Mevalonolactone was synthesized starting from a chiral tertiary α-benzyloxy ester, obtained by the lipase-catalyzed enantioselective hydrolysis of the corresponding racemate, in 7 steps and 21.5% overall yield. Intramolecular Friedel-Crafts reaction of an intermediate worked well as the key-step for the new carbon-carbon bond formation.
Original language | English |
---|---|
Pages (from-to) | 3463-3468 |
Number of pages | 6 |
Journal | Tetrahedron |
Volume | 46 |
Issue number | 10 |
DOIs | |
Publication status | Published - 1990 |
Fingerprint
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery
Cite this
A synthesis of (R)-(-)-mevalonolactone by the combination of enzymatic and chemical methods. / Sugai, Takeshi; Kakeya, Hideaki; Ohta, Hiromichi.
In: Tetrahedron, Vol. 46, No. 10, 1990, p. 3463-3468.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - A synthesis of (R)-(-)-mevalonolactone by the combination of enzymatic and chemical methods
AU - Sugai, Takeshi
AU - Kakeya, Hideaki
AU - Ohta, Hiromichi
PY - 1990
Y1 - 1990
N2 - (R)-(-)-Mevalonolactone was synthesized starting from a chiral tertiary α-benzyloxy ester, obtained by the lipase-catalyzed enantioselective hydrolysis of the corresponding racemate, in 7 steps and 21.5% overall yield. Intramolecular Friedel-Crafts reaction of an intermediate worked well as the key-step for the new carbon-carbon bond formation.
AB - (R)-(-)-Mevalonolactone was synthesized starting from a chiral tertiary α-benzyloxy ester, obtained by the lipase-catalyzed enantioselective hydrolysis of the corresponding racemate, in 7 steps and 21.5% overall yield. Intramolecular Friedel-Crafts reaction of an intermediate worked well as the key-step for the new carbon-carbon bond formation.
UR - http://www.scopus.com/inward/record.url?scp=0025105636&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0025105636&partnerID=8YFLogxK
U2 - 10.1016/S0040-4020(01)81516-7
DO - 10.1016/S0040-4020(01)81516-7
M3 - Article
AN - SCOPUS:0025105636
VL - 46
SP - 3463
EP - 3468
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 10
ER -