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One‐Pot Oxidation of Secondary Alcohols to α ‐Hydroxy Ketones: Application to Synthesis of Oxoaplysinopsin D, E, F, & G
Author(s) -
Kulkarni Akshay S.,
Ramesh Eagala,
Srinivasa Reddy D.
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202100184
Subject(s) - chemistry , pyridinium , substrate (aquarium) , alcohol oxidation , organic chemistry , ketone , hydantoin , medicinal chemistry , combinatorial chemistry , alcohol , oceanography , geology
A simple one‐pot transformation of secondary alcohols to α ‐hydroxy ketones using pyridinium dichromate (PDC) in DMF has been developed and substrate scope tested with 25 compounds of hydantoin derivatives. Using this method, we have devised a common dihydroxy intermediate and synthesized four natural products oxoaplysinopsins D, E, F, and G for the first time.