trans ‐2‐ tert ‐Butylcyclohexanol, a Simple Selectively Optimized Cyclohexanol Auxiliary | Zendy

Esser Peter | Zendy; Buschmann Helmut | Zendy; MeyerStork Markus | Zendy; Scharf HansDieter | Zendy

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trans ‐2‐ tert ‐Butylcyclohexanol, a Simple Selectively Optimized Cyclohexanol Auxiliary

Author(s) -

Esser Peter,

Buschmann Helmut,

MeyerStork Markus,

Scharf HansDieter

Publication year - 1992

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199211901

Subject(s) - cyclohexanol , saponification , simple (philosophy) , selectivity , chemistry , enantiomer , organic chemistry , catalysis , philosophy , epistemology

An economical auxiliary comparable to 8‐phenylmenthol , trans ‐2‐ tert ‐butylcyclohexanol ( 1 ) was derived as a “structurally minimized” cyclohexanol with an optimized induction potential by application of the isoinversion principle and the structure–selectivity relationship of the cyclohexanol auxiliaries. A simple preparation of both enantiomers of 1 is possible on a large scale by the enzymatic saponification of a technical‐grade product.

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