Chemoenzymatic synthesis of enantiomerically enriched kavalactones

A Kamal, T Krishnaji, GBR Khanna - Tetrahedron letters, 2006 - Elsevier
Lipase-mediated kinetic resolution of methyl-3-hydroxy-5-phenylpentanoate and (6E)-ethyl
5-hydroxy-3-oxo-7-phenylhept-6-enoate is described in high enantiomeric excess and good …

Versatile asymmetric synthesis of the kavalactones: first synthesis of (+)-kavain

TE Smith, M Djang, AJ Velander, CW Downey… - Organic …, 2004 - ACS Publications
Three asymmetric pathways to the kavalactones have been developed. The first method is
chiral auxiliary-based and utilizes aldol reactions of N-acetyl thiazolidinethiones followed by …

Enantioselective total synthesis of both the stereoisomers of dihydrokawain-5-ol

A Kamal, T Krishnaji, PV Reddy - Tetrahedron: Asymmetry, 2007 - Elsevier
The enantioselective synthesis of both the stereoisomers of dihydrokawain-5-ol is described.
The key features of the synthetic strategy include (a) Sharpless asymmetric …

Asymmetric synthesis of (S)-dihydrokavain from l-malic acid

M Eskici, A Karanfil, MS Özer, Y Kabak… - Synthetic …, 2018 - Taylor & Francis
A practical and efficient asymmetric synthesis of (S)-dihydrokavain from known ethyl (S)-2-
hydroxy-4-phenylbutanoate which is, in turn, readily available from l-malic acid as a cheap …

Short and simple synthesis of (R)‐and (S)‐4‐hydroxypentylaminoacetamide: both enantiomers of the (ω‐1)‐hydroxylated metabolite of milacemide

HJ Gorissen, JP Van Hoeck, AM Mockel, GH Journée… - Chirality, 1992 - Wiley Online Library
Abstract Both (R)‐and (S)‐4‐hydroxypentylaminoacetamide have been synthesized by
reductive amination of glycinamide on the γ‐valerolactols corresponding to (R)‐and (S)‐γ …

Lipase-catalyzed kinetic resolution of tetronic acid derivatives bearing a chiral quaternary carbon: total synthesis of (S)-(−)-vertinolide

T Tauchi, H Sakuma, T Ohno, N Mase, H Yoda… - Tetrahedron …, 2006 - Elsevier
We have developed a chemoenzymatic synthesis of (S)-vertinolide 1 with a chiral
quaternary carbon atom at C5. In the kinetic resolution of tetronic acid precursor 6, lipase PS …

Enantioselective synthesis of the hydroxy-lactone moiety of mevinic acids

R McCague, HF Olivo, SM Roberts - Tetrahedron letters, 1993 - Elsevier
Enantioselective synthesis of the hydroxy-lactone moiety of mevinic acids - ScienceDirect
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Kinetic resolution of mandelate esters via stereoselective acylation catalyzed by lipase PS-30

P Chen, W Yang - Tetrahedron Letters, 2014 - Elsevier
Kinetic resolution of mandelate esters via stereoselective acylation catalyzed by lipase PS-30 -
ScienceDirect Skip to main contentSkip to article Elsevier logo Journals & Books Search …

Asymmetric synthesis of the δ-lactone moiety in mevinic acid derivatives using an enzymatic procedure

H Kaku, M Tanaka, Y Norimine, Y Miyashita… - Tetrahedron …, 1997 - Elsevier
Asymmetric synthesis of the 6-1actone moiety in mevinic acid derivatives using an enzymatic
procedure Page 1 Pergamon Tetrahedron: Asymraetry, Vol. 8, No. 2, pp. 195-201, 1997 (~) 1997 …

A new procedure for the enantioselective vinylogous aldol reaction of Chan's diene

R Villano, MR Acocella, A Massa, L Palombi… - Tetrahedron …, 2006 - Elsevier
Chiral δ-hydroxy-β-ketoesters are easily available through the enantioselective vinylogous
aldol reaction of Chan's diene promoted by a SiCl4/chiral phosphoramide catalytic system …