Fig. 4: Origin of diastereo- and enantioselectivity, reactivity of monocyclic intermediates and mechanistic proposal. | Nature

Fig. 4: Origin of diastereo- and enantioselectivity, reactivity of monocyclic intermediates and mechanistic proposal.

From: The catalytic asymmetric polyene cyclization of homofarnesol to ambrox

Fig. 4

a, Identified intermediates and products in the reaction of 1a to 2a in HFIP or PFTB. b, Yield, enantiomeric excess (e.e.) and diastereomeric excess (d.e.; 2a:2c) over time in HFIP/1H,1H-perfluorooctan-1-ol at −23 °C according to gas chromatography and HPLC analysis. c, Reactivity of cyclohomofarnesols 3 in HFIP and PFTB. d, Mechanistic proposal for the formation of 2a and its diastereomer 2c in HFIP/1H,1H-perfluorooctan-1-ol and PFTB.

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