12-s-Cis Conformationally Locked 11cis-Retinoids: A Delineation of the Thermal Requirements for -Sigmatropic Shifts and Electrocyclizations in the Vitamin A Series and Novel Spectral Properties

DOI: 10.1021/ja00349a039

Source and publish data:

Journal of the American Chemical Society p. 3588 - 3594 (1983)

Update date:2022-08-04

Topics:

Authors:

Chandraratna, Roshantha, A. S.

Bayerque, Ann L.

Okamura, William H.

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Article abstract of DOI:10.1021/ja00349a039

The thermally induced <1,5>-sigmatropic rearrangement (69 deg C, 4 h) of the six-membered ring fused vinylallenol 5b, a process specific for preparing 11-cis-retinoids, afforded 24 (12percent) and the 12-s-cis-locked retinols 11-cis-7a (14percent), 11-cis

Full text of DOI:10.1021/ja00349a039

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