Inversion of allylic alcohols

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568813, 568875, 5689095, C07C 2958, C07C 3303

Patent

active

048250120

ABSTRACT:
Allylic 1-hydroxy alcohols are inverted to allylic 3-hydroxy alcohols by: (1) epoxidizing the allyl group of the allylic 1-hydroxy alcohol to the corresponding 2,3-epoxy-1-hydroxy alcohol; (2) transforming the 2,3-epoxy-1-hydroxy alcohol compound to a 1,2-dihalo-3-hydroxy alcohol; and (3) dehalogenating the 1,2-dihalo-3-hydroxy alcohol to form the desired allylic 3-hydroxy alcohol.

REFERENCES:
patent: 4006193 (1977-02-01), Ninagawa et al.
patent: 4087472 (1978-05-01), Hughes
patent: 4219683 (1980-08-01), Wu
patent: 4254291 (1981-03-01), Kane

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