Enzymatic esterification of lavandulol - a partial kinetic resolution of (S)-lavandulol and preparation of optically enriched (R)-lavandulyl acetate

H  Cross; R  Marriott; G  Grogan

Enzymatic esterification of lavandulol - a partial kinetic resolution of (S)-lavandulol and preparation of optically enriched (R)-lavandulyl acetate

H Cross, R Marriott, G Grogan

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

The asymmetric esterification of the racemic primary alcohol lavandulol was achieved using lipase B from Candida antarctica and acetic acid as acyl donor in 80% yield. The enantioselectivity of the process was characterised, and a preparative resolution of 25 mM racemic lavandulol, stopped at approx. 55% conversion, yielded (S)-lavandulol in 42% yield and 52% e.e. and (R)-lavandulyl acetate in 51% yield and 48% e.e.

Original language	English
Pages (from-to)	457-460
Number of pages	4
Journal	BIOTECHNOLOGY LETTERS
Volume	26
Issue number	5
Publication status	Published - Mar 2004

Keywords

biotransformation
lavandulol
lipase
resolution
terpene
LIPASE
ACYLATION

Cite this

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title = "Enzymatic esterification of lavandulol - a partial kinetic resolution of (S)-lavandulol and preparation of optically enriched (R)-lavandulyl acetate",

abstract = "The asymmetric esterification of the racemic primary alcohol lavandulol was achieved using lipase B from Candida antarctica and acetic acid as acyl donor in 80% yield. The enantioselectivity of the process was characterised, and a preparative resolution of 25 mM racemic lavandulol, stopped at approx. 55% conversion, yielded (S)-lavandulol in 42% yield and 52% e.e. and (R)-lavandulyl acetate in 51% yield and 48% e.e.",

keywords = "biotransformation, lavandulol, lipase, resolution, terpene, LIPASE, ACYLATION",

author = "H Cross and R Marriott and G Grogan",

year = "2004",

month = mar,

language = "English",

volume = "26",

pages = "457--460",

journal = "BIOTECHNOLOGY LETTERS",

issn = "0141-5492",

publisher = "Springer",

number = "5",

}

TY - JOUR

T1 - Enzymatic esterification of lavandulol - a partial kinetic resolution of (S)-lavandulol and preparation of optically enriched (R)-lavandulyl acetate

AU - Cross, H

AU - Marriott, R

AU - Grogan, G

PY - 2004/3

Y1 - 2004/3

N2 - The asymmetric esterification of the racemic primary alcohol lavandulol was achieved using lipase B from Candida antarctica and acetic acid as acyl donor in 80% yield. The enantioselectivity of the process was characterised, and a preparative resolution of 25 mM racemic lavandulol, stopped at approx. 55% conversion, yielded (S)-lavandulol in 42% yield and 52% e.e. and (R)-lavandulyl acetate in 51% yield and 48% e.e.

AB - The asymmetric esterification of the racemic primary alcohol lavandulol was achieved using lipase B from Candida antarctica and acetic acid as acyl donor in 80% yield. The enantioselectivity of the process was characterised, and a preparative resolution of 25 mM racemic lavandulol, stopped at approx. 55% conversion, yielded (S)-lavandulol in 42% yield and 52% e.e. and (R)-lavandulyl acetate in 51% yield and 48% e.e.

KW - biotransformation

KW - lavandulol

KW - lipase

KW - resolution

KW - terpene

KW - LIPASE

KW - ACYLATION

M3 - Article

SN - 0141-5492

VL - 26

SP - 457

EP - 460

JO - BIOTECHNOLOGY LETTERS

JF - BIOTECHNOLOGY LETTERS

IS - 5

ER -